(3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one

C96H99Br4N23O10 — CID 164962490

IUPAC(3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one
SMILESCc1ncnc2c1ccn2[C@@H]1C[C@@]2(CC(=O)N(c3ccc4cc(Br)c(N)nc4c3)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CCN(c3ccc4cc(Br)c(N)nc4c3)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CN[C@@H](c3ccc4c(c3)NC(N)C(Br)=C4)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CN[C@H](c3ccc4cc(Br)c(=O)[nH]c4c3)C2)[C@@H](O)[C@H]1O
InChIInChI=1S/C24H23BrN6O3.C24H25BrN6O2.C24H27BrN6O2.C24H24BrN5O3/c1-12-15-4-5-30(23(15)28-11-27-12)18-8-24(21(34)20(18)33)9-19(32)31(10-24)14-3-2-13-6-16(25)22(26)29-17(13)7-14;1-13-16-4-6-31(23(16)28-12-27-13)19-10-24(21(33)20(19)32)5-7-30(11-24)15-3-2-14-8-17(25)22(26)29-18(14)9-15;1-12-15-4-5-31(23(15)29-11-28-12)19-9-24(21(33)20(19)32)8-18(27-10-24)14-3-2-13-6-16(25)22(26)30-17(13)7-14;1-12-15-4-5-30(22(15)28-11-27-12)19-9-24(21(32)20(19)31)8-18(26-10-24)14-3-2-13-6-16(25)23(33)29-17(13)7-14/h2-7,11,18,20-21,33-34H,8-10H2,1H3,(H2,26,29);2-4,6,8-9,12,19-21,32-33H,5,7,10-11H2,1H3,(H2,26,29);2-7,11,18-22,27,30,32-33H,8-10,26H2,1H3;2-7,11,18-21,26,31-32H,8-10H2,1H3,(H,29,33)/t18-,20+,21+,24+;19-,20+,21+,24-;18-,19-,20+,21+,22?,24+;18-,19+,20-,21-,24-/m1110/s1
InChIKeyCAMOHIHNFWDIHC-VIAOMCTOSA-N
MW2054.61 g/mol
LogP11.22
Rot. Bonds8

About (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one

(3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one (PubChem CID 164962490) has the molecular formula C96H99Br4N23O10 and a molecular weight of 2054.61 g/mol. Its IUPAC name is (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one.

Molecular Properties

Compound Name(3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one
PubChem CID164962490
Molecular FormulaC96H99Br4N23O10
Molecular Weight2054.61 g/mol
Exact Mass2049.47
IUPAC Name(3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one
SMILESCc1ncnc2c1ccn2[C@@H]1C[C@@]2(CC(=O)N(c3ccc4cc(Br)c(N)nc4c3)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CCN(c3ccc4cc(Br)c(N)nc4c3)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CN[C@@H](c3ccc4c(c3)NC(N)C(Br)=C4)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CN[C@H](c3ccc4cc(Br)c(=O)[nH]c4c3)C2)[C@@H](O)[C@H]1O
InChIInChI=1S/C24H23BrN6O3.C24H25BrN6O2.C24H27BrN6O2.C24H24BrN5O3/c1-12-15-4-5-30(23(15)28-11-27-12)18-8-24(21(34)20(18)33)9-19(32)31(10-24)14-3-2-13-6-16(25)22(26)29-17(13)7-14;1-13-16-4-6-31(23(16)28-12-27-13)19-10-24(21(33)20(19)32)5-7-30(11-24)15-3-2-14-8-17(25)22(26)29-18(14)9-15;1-12-15-4-5-31(23(15)29-11-28-12)19-9-24(21(33)20(19)32)8-18(27-10-24)14-3-2-13-6-16(25)22(26)30-17(13)7-14;1-12-15-4-5-30(22(15)28-11-27-12)19-9-24(21(32)20(19)31)8-18(26-10-24)14-3-2-13-6-16(25)23(33)29-17(13)7-14/h2-7,11,18,20-21,33-34H,8-10H2,1H3,(H2,26,29);2-4,6,8-9,12,19-21,32-33H,5,7,10-11H2,1H3,(H2,26,29);2-7,11,18-22,27,30,32-33H,8-10,26H2,1H3;2-7,11,18-21,26,31-32H,8-10H2,1H3,(H,29,33)/t18-,20+,21+,24+;19-,20+,21+,24-;18-,19-,20+,21+,22?,24+;18-,19+,20-,21-,24-/m1110/s1
InChIKeyCAMOHIHNFWDIHC-VIAOMCTOSA-N
XLogP11.22
TPSA481.02 Ų
H-Bond Donors15
H-Bond Acceptors31
Rotatable Bonds8
Heavy Atoms133
Complexity—

Lipinski Rule of Five

4 violations

RuleValue
MW ≤ 5002054.61
LogP ≤ 511.22
H-Bond Donors ≤ 515
H-Bond Acceptors ≤ 1031

Analyze (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one with MolForge

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Frequently Asked Questions

What is the IUPAC name of (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one?
The IUPAC name of (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one (CID 164962490) is (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one.
What is the SMILES notation for (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one?
The canonical SMILES for (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one is Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CC(=O)N(c3ccc4cc(Br)c(N)nc4c3)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CCN(c3ccc4cc(Br)c(N)nc4c3)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CN[C@@H](c3ccc4c(c3)NC(N)C(Br)=C4)C2)[C@@H](O)[C@H]1O.Cc1ncnc2c1ccn2[C@@H]1C[C@@]2(CN[C@H](c3ccc4cc(Br)c(=O)[nH]c4c3)C2)[C@@H](O)[C@H]1O.
What is the InChIKey of (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one?
The InChIKey is CAMOHIHNFWDIHC-VIAOMCTOSA-N. The full InChI is InChI=1S/C24H23BrN6O3.C24H25BrN6O2.C24H27BrN6O2.C24H24BrN5O3/c1-12-15-4-5-30(23(15)28-11-27-12)18-8-24(21(34)20(18)33)9-19(32)31(10-24)14-3-2-13-6-16(25)22(26)29-17(13)7-14;1-13-16-4-6-31(23(16)28-12-27-13)19-10-24(21(33)20(19)32)5-7-30(11-24)15-3-2-14-8-17(25)22(26)29-18(14)9-15;1-12-15-4-5-31(23(15)29-11-28-12)19-9-24(21(33)20(19)32)8-18(27-10-24)14-3-2-13-6-16(25)22(26)30-17(13)7-14;1-12-15-4-5-30(22(15)28-11-27-12)19-9-24(21(32)20(19)31)8-18(26-10-24)14-3-2-13-6-16(25)23(33)29-17(13)7-14/h2-7,11,18,20-21,33-34H,8-10H2,1H3,(H2,26,29);2-4,6,8-9,12,19-21,32-33H,5,7,10-11H2,1H3,(H2,26,29);2-7,11,18-22,27,30,32-33H,8-10,26H2,1H3;2-7,11,18-21,26,31-32H,8-10H2,1H3,(H,29,33)/t18-,20+,21+,24+;19-,20+,21+,24-;18-,19-,20+,21+,22?,24+;18-,19+,20-,21-,24-/m1110/s1.
What are the key properties of (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one?
(3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one has a molecular weight of 2054.61 g/mol, XLogP of 11.22, 8 rotatable bonds, 15 hydrogen bond donors, and 31 hydrogen bond acceptors.
Where does this data come from?
All data for (3R,5S,7R,8S,9R)-3-(2-amino-3-bromo-1,2-dihydroquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;(5S,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-one;(5R,7R,8S,9R)-2-(2-amino-3-bromoquinolin-7-yl)-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonane-8,9-diol;3-bromo-7-[(3S,5S,7R,8S,9R)-8,9-dihydroxy-7-(4-methylpyrrolo[2,3-d]pyrimidin-7-yl)-2-azaspiro[4.4]nonan-3-yl]-1H-quinolin-2-one is sourced from PubChem (CID 164962490), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).