(5aR,5bS,7aS,10aS,10bR)-8-(1H-imidazol-1-yl)-5a,7a-dimethyl-2-(methylsulfonyl)-1,2,3,4,5,5a,5b,6,7,7a,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[2,1-c]azepine

ID: ALA3974410

PubChem CID: 68087521

Max Phase: Preclinical

Molecular Formula: C23H35N3O2S

Molecular Weight: 417.62

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: C[C@]12CCCN(S(C)(=O)=O)CC1CC[C@@H]1[C@@H]2CC[C@]2(C)C(n3ccnc3)=CC[C@@H]12

Standard InChI: InChI=1S/C23H35N3O2S/c1-22-10-4-13-26(29(3,27)28)15-17(22)5-6-18-19-7-8-21(25-14-12-24-16-25)23(19,2)11-9-20(18)22/h8,12,14,16-20H,4-7,9-11,13,15H2,1-3H3/t17?,18-,19-,20-,22-,23-/m0/s1

Standard InChI Key: LDSRKPGJDDHJGR-OPSVTXQQSA-N

Molfile:

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   17.0373  -26.3307    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3221  -25.1099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8834  -23.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.6160  -22.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Associated Targets(Human)

CYP21A2 Tchem Cytochrome P450 21 (835 Activities)

Discover Target: CYP21A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP17A1 Tclin Cytochrome P450 17A1 (3627 Activities)

Discover Target: CYP17A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Liver (3974 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 417.62	Molecular Weight (Monoisotopic): 417.2450	AlogP: 4.25	#Rotatable Bonds: 2
Polar Surface Area: 55.20	Molecular Species: NEUTRAL	HBA: 4	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 6.12	CX LogP: 2.47	CX LogD: 2.46
Aromatic Rings: 1	Heavy Atoms: 29	QED Weighted: 0.72	Np Likeness Score: 0.26

References

1. (2013) C-17-heteroaryl steroidal compounds as inhibitors of CYP11B, CYP17, and/or CYP21,
2. Blass, Benjamin E BE and 18 more authors. 2016-12-01 Design, synthesis, and evaluation of (2S,4R)-Ketoconazole sulfonamide analogs as potential treatments for Metabolic Syndrome. [PMID:27789139]
3. Fehl, Charlie C and 5 more authors. 2018-06-14 Structure-Based Design of Inhibitors with Improved Selectivity for Steroidogenic Cytochrome P450 17A1 over Cytochrome P450 21A2. [PMID:29792703]

(5aR,5bS,7aS,10aS,10bR)-8-(1H-imidazol-1-yl)-5a,7a-dimethyl-2-(methylsulfonyl)-1,2,3,4,5,5a,5b,6,7,7a,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[2,1-c]azepine

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source