4-(1-((R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid

ID: ALA3596260

Chembl Id: CHEMBL3596260

PubChem CID: 11555100

Max Phase: Preclinical

Molecular Formula: C30H49N3O3

Molecular Weight: 499.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](CCCn1cc(CCCC(=O)O)nn1)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C30H49N3O3/c1-20(6-5-17-33-19-22(31-32-33)7-4-8-28(35)36)25-11-12-26-24-10-9-21-18-23(34)13-15-29(21,2)27(24)14-16-30(25,26)3/h19-21,23-27,34H,4-18H2,1-3H3,(H,35,36)/t20-,21-,23-,24+,25-,26+,27+,29+,30-/m1/s1

Standard InChI Key:  BXCGUSKABBJDQP-NSDFNNNCSA-N

Alternative Forms

1. Parent:

   

   ALA3596260

   4-[1-[(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentyl]triazol-4-yl]butanoic acid

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: 499.74

Molecular Weight (Monoisotopic): 499.3774

AlogP: 6.12

#Rotatable Bonds: 9

Polar Surface Area: 88.24

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.88

CX Basic pKa: 0.36

CX LogP: 5.85

CX LogD: 2.62

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.43

Np Likeness Score: 1.06

References

1. Tedaldi L, Wagner GK.  (2014)  Beyond substrate analogues: new inhibitor chemotypes for glycosyltransferases,  5  (8): [10.1039/C4MD00086B]

2. Singla P, Salunke DB..  (2020)  Recent advances in steroid amino acid conjugates: Old scaffolds with new dimensions.,  187  [PMID:31830636] [10.1016/j.ejmech.2019.111909]

Source

Source(1):

• Scientific Literature