(14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid

C23H25NO4 — CID 127034219

IUPAC(14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid
SMILESC[C@@]1(C(=O)O)[C@@H](O)CC[C@]2(C)c3cc4c(cc3[C@@H](O)C[C@@H]12)[nH]c1ccccc14
InChIInChI=1S/C23H25NO4/c1-22-8-7-20(26)23(2,21(27)28)19(22)11-18(25)14-10-17-13(9-15(14)22)12-5-3-4-6-16(12)24-17/h3-6,9-10,18-20,24-26H,7-8,11H2,1-2H3,(H,27,28)/t18-,19+,20-,22+,23-/m0/s1
InChIKeyZTZLJSSMDDCXOV-SSQPMERFSA-N
MW379.46 g/mol
LogP3.88
Rot. Bonds1

About (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid

(14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid (PubChem CID 127034219) has the molecular formula C23H25NO4 and a molecular weight of 379.46 g/mol. Its IUPAC name is (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid.

Molecular Properties

Compound Name(14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid
PubChem CID127034219
Molecular FormulaC23H25NO4
Molecular Weight379.46 g/mol
Exact Mass379.18
IUPAC Name(14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid
SMILESC[C@@]1(C(=O)O)[C@@H](O)CC[C@]2(C)c3cc4c(cc3[C@@H](O)C[C@@H]12)[nH]c1ccccc14
InChIInChI=1S/C23H25NO4/c1-22-8-7-20(26)23(2,21(27)28)19(22)11-18(25)14-10-17-13(9-15(14)22)12-5-3-4-6-16(12)24-17/h3-6,9-10,18-20,24-26H,7-8,11H2,1-2H3,(H,27,28)/t18-,19+,20-,22+,23-/m0/s1
InChIKeyZTZLJSSMDDCXOV-SSQPMERFSA-N
XLogP3.88
TPSA93.55 Ų
H-Bond Donors4
H-Bond Acceptors3
Rotatable Bonds1
Heavy Atoms28
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500379.46
LogP ≤ 53.88
H-Bond Donors ≤ 54
H-Bond Acceptors ≤ 103

Analyze (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid with MolForge

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Frequently Asked Questions

What is the IUPAC name of (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid?
The IUPAC name of (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid (CID 127034219) is (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid.
What is the SMILES notation for (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid?
The canonical SMILES for (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid is C[C@@]1(C(=O)O)[C@@H](O)CC[C@]2(C)c3cc4c(cc3[C@@H](O)C[C@@H]12)[nH]c1ccccc14.
What is the InChIKey of (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid?
The InChIKey is ZTZLJSSMDDCXOV-SSQPMERFSA-N. The full InChI is InChI=1S/C23H25NO4/c1-22-8-7-20(26)23(2,21(27)28)19(22)11-18(25)14-10-17-13(9-15(14)22)12-5-3-4-6-16(12)24-17/h3-6,9-10,18-20,24-26H,7-8,11H2,1-2H3,(H,27,28)/t18-,19+,20-,22+,23-/m0/s1.
What are the key properties of (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid?
(14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid has a molecular weight of 379.46 g/mol, XLogP of 3.88, 1 rotatable bonds, 4 hydrogen bond donors, and 3 hydrogen bond acceptors.
Where does this data come from?
All data for (14S,16R,17S,18S,21S)-14,18-dihydroxy-17,21-dimethyl-10-azapentacyclo[11.8.0.03,11.04,9.016,21]henicosa-1(13),2,4,6,8,11-hexaene-17-carboxylic acid is sourced from PubChem (CID 127034219), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).