17-(1H-Benzimidazole-1-yl)-16-formylandrosta-5,16-dien-3beta-yl-p-yodobenzoate

ID: ALA4242428

Chembl Id: CHEMBL4242428

PubChem CID: 145985486

Max Phase: Preclinical

Molecular Formula: C34H35IN2O3

Molecular Weight: 646.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H](OC(=O)c3ccc(I)cc3)CC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(n3cnc4ccccc43)=C(C=O)C[C@@H]12

Standard InChI:  InChI=1S/C34H35IN2O3/c1-33-15-13-25(40-32(39)21-7-10-24(35)11-8-21)18-23(33)9-12-26-27(33)14-16-34(2)28(26)17-22(19-38)31(34)37-20-36-29-5-3-4-6-30(29)37/h3-11,19-20,25-28H,12-18H2,1-2H3/t25-,26+,27-,28-,33-,34-/m0/s1

Standard InChI Key:  AGDYPXOOXLBSKK-UAKXVESRSA-N

Alternative Forms

1. Parent:

   

   ALA4242428

   ---

Molecule Features

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: 646.57

Molecular Weight (Monoisotopic): 646.1692

AlogP: 7.85

#Rotatable Bonds: 4

Polar Surface Area: 61.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.95

CX LogP: 7.17

CX LogD: 7.17

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.13

Np Likeness Score: 0.52

References

1. Arellano Y, Bratoeff E, Heuze Y, Bravo M, Soriano J, Cabeza M..  (2018)  Activity of steroid 4 and derivatives 4a-4f as inhibitors of the enzyme 5α-reductase 1.,  26  (14): [PMID:30007568] [10.1016/j.bmc.2018.06.030]

Source

Source(1):

• Scientific Literature