(1S,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-10-chloro-1-isopropyl-5a,5b,8,8,11a-pentamethyl-9-oxo-2,3,3a,4,5,5a,5b,6,7,7a,8,9,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid

ID: ALA4082627

PubChem CID: 101346077

Max Phase: Preclinical

Molecular Formula: C30H45ClO3

Molecular Weight: 489.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)C=C(Cl)C(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C30H45ClO3/c1-17(2)18-10-13-30(25(33)34)15-14-28(6)19(23(18)30)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h16-19,21-23H,8-15H2,1-7H3,(H,33,34)/t18-,19+,21-,22+,23+,27-,28+,29+,30-/m0/s1

Standard InChI Key:  YLBMPGPOVSIENS-DICHFOODSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4082627

   (1S,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-10-chloro-5a,5b,8,8,11a-pentamethyl-9-oxo-1-propan-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic 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: 489.14

Molecular Weight (Monoisotopic): 488.3057

AlogP: 7.72

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.79

CX Basic pKa: ┄

CX LogP: 7.94

CX LogD: 5.37

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: 2.57

References

1. Gupta N, Rath SK, Singh J, Qayum A, Singh S, Sangwan PL..  (2017)  Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents.,  135  [PMID:28500966] [10.1016/j.ejmech.2017.04.062]

Source

Source(1):

• Scientific Literature