(1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one

C27H35NO4 — CID 166441860

IUPAC(1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one
SMILESC/C=C/C=C/C[C@@H]1C[C@H](O)[C@H]2[C@H]3[C@H](C=C[C@H]4/C(C)=C/[C@H](O)[C@H](O)/C=C\C=C\[C@]34C)C(=O)N12
InChIInChI=1S/C27H35NO4/c1-4-5-6-7-10-18-16-23(31)25-24-19(26(32)28(18)25)12-13-20-17(2)15-22(30)21(29)11-8-9-14-27(20,24)3/h4-9,11-15,18-25,29-31H,10,16H2,1-3H3/b5-4+,7-6+,11-8-,14-9+,17-15+/t18-,19+,20+,21-,22+,23+,24-,25+,27+/m1/s1
InChIKeyDSGHEAJQKDMJPL-MHQYOSDGSA-N
MW437.58 g/mol
LogP3.07
Rot. Bonds3

About (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one

(1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one (PubChem CID 166441860) has the molecular formula C27H35NO4 and a molecular weight of 437.58 g/mol. Its IUPAC name is (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one.

Molecular Properties

Compound Name(1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one
PubChem CID166441860
Molecular FormulaC27H35NO4
Molecular Weight437.58 g/mol
Exact Mass437.26
IUPAC Name(1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one
SMILESC/C=C/C=C/C[C@@H]1C[C@H](O)[C@H]2[C@H]3[C@H](C=C[C@H]4/C(C)=C/[C@H](O)[C@H](O)/C=C\C=C\[C@]34C)C(=O)N12
InChIInChI=1S/C27H35NO4/c1-4-5-6-7-10-18-16-23(31)25-24-19(26(32)28(18)25)12-13-20-17(2)15-22(30)21(29)11-8-9-14-27(20,24)3/h4-9,11-15,18-25,29-31H,10,16H2,1-3H3/b5-4+,7-6+,11-8-,14-9+,17-15+/t18-,19+,20+,21-,22+,23+,24-,25+,27+/m1/s1
InChIKeyDSGHEAJQKDMJPL-MHQYOSDGSA-N
XLogP3.07
TPSA81.00 Ų
H-Bond Donors3
H-Bond Acceptors4
Rotatable Bonds3
Heavy Atoms32
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500437.58
LogP ≤ 53.07
H-Bond Donors ≤ 53
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'polyene', 'substructure': 'N/A'}

Analyze (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one with MolForge

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Related Compounds

Heronamide A
CID 132531201
(1S,4R,7R,8S,9S,10E,12Z,14S,17R,19S,20R)-17-[(2E,4E)-hexa-2,4-dienyl]-7,8,19-trihydroxy-2,10-dimethyl-16-azatetracyclo[12.6.0.04,9.016,20]icosa-2,5,10,12-tetraen-15-one
CID 76335694
(1S,2E,4R,7R,8S,9S,10E,12Z,14S,17R,19S,20S)-17-[(E)-hex-2-enyl]-7,8,19,20-tetrahydroxy-2,10-dimethyl-16-azatetracyclo[12.6.0.04,9.016,20]icosa-2,5,10,12-tetraen-15-one
CID 134149880
Heronamide D
CID 139586314
Mirilactam C
CID 146684240
Lobosamide D
CID 162369618
(1R,2E,4S,5R,6R,7S,9R,10Z,16S,17R,18S,19R,21S,24S)-5,6,7,9,19-pentahydroxy-4,14,16,21-tetramethyl-22-azatetracyclo[14.10.0.017,24.018,22]hexacosa-2,10,12,14,25-pentaen-23-one
CID 170988216
(1S,2E,4R,7R,8S,9S,10E,12Z,14S,17R,19S,20R)-17-[(2E,4E)-hexa-2,4-dienyl]-7,8,19-trihydroxy-2,10-dimethyl-16-azatetracyclo[12.6.0.04,9.016,20]icosa-2,5,10,12-tetraen-15-one
CID 132531202
Dracolactam A
CID 139591095
(1S,4R,7R,8S,9S,14S,17R,19S,20R)-7,8,19-trihydroxy-2,10-dimethyl-17-[(2E,4E)-octa-2,4-dienyl]-16-azatetracyclo[12.6.0.04,9.016,20]icosa-2,5,10,12-tetraen-15-one
CID 172013781
(1R,4S,5R,6S,7S,9R,16S,17S,18S,19R,21S,24S)-5,6,7,9,19-pentahydroxy-4,14,21-trimethyl-22-azatetracyclo[14.10.0.017,24.018,22]hexacosa-2,10,12,14,25-pentaen-23-one
CID 172014604
(1S,5S,6S,7R,9S,16R,17R,18R,19S,21R,24R)-5,6,7,9,19-pentahydroxy-14,21-dimethyl-22-azatetracyclo[14.10.0.017,24.018,22]hexacosa-2,10,12,14,25-pentaen-23-one
CID 172014624

Frequently Asked Questions

What is the IUPAC name of (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one?
The IUPAC name of (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one (CID 166441860) is (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one.
What is the SMILES notation for (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one?
The canonical SMILES for (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one is C/C=C/C=C/C[C@@H]1C[C@H](O)[C@H]2[C@H]3[C@H](C=C[C@H]4/C(C)=C/[C@H](O)[C@H](O)/C=C\C=C\[C@]34C)C(=O)N12.
What is the InChIKey of (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one?
The InChIKey is DSGHEAJQKDMJPL-MHQYOSDGSA-N. The full InChI is InChI=1S/C27H35NO4/c1-4-5-6-7-10-18-16-23(31)25-24-19(26(32)28(18)25)12-13-20-17(2)15-22(30)21(29)11-8-9-14-27(20,24)3/h4-9,11-15,18-25,29-31H,10,16H2,1-3H3/b5-4+,7-6+,11-8-,14-9+,17-15+/t18-,19+,20+,21-,22+,23+,24-,25+,27+/m1/s1.
What are the key properties of (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one?
(1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one has a molecular weight of 437.58 g/mol, XLogP of 3.07, 3 rotatable bonds, 3 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for (1S,2S,3R,4S,6R,9S,12S,13E,15S,16R,17Z,19E)-6-[(2E,4E)-hexa-2,4-dienyl]-4,15,16-trihydroxy-1,13-dimethyl-7-azatetracyclo[10.8.0.02,9.03,7]icosa-10,13,17,19-tetraen-8-one is sourced from PubChem (CID 166441860), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).