(2R,4aS,6aS,12bS,14aS,14bS)-8-(6-chloro-1H-indol-3-yl)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

ID: ALA4278829

Chembl Id: CHEMBL4278829

PubChem CID: 145980951

Max Phase: Preclinical

Molecular Formula: C37H44ClNO4

Molecular Weight: 602.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(O)c(O)cc2c1C(c1c[nH]c3cc(Cl)ccc13)C=C1[C@@]2(C)CC[C@@]2(C)[C@H]3C[C@](C)(C(=O)O)CC[C@]3(C)CC[C@]12C

Standard InChI:  InChI=1S/C37H44ClNO4/c1-20-30-23(24-19-39-26-15-21(38)7-8-22(24)26)16-28-35(4,25(30)17-27(40)31(20)41)12-14-37(6)29-18-34(3,32(42)43)10-9-33(29,2)11-13-36(28,37)5/h7-8,15-17,19,23,29,39-41H,9-14,18H2,1-6H3,(H,42,43)/t23?,29-,33+,34+,35-,36+,37-/m0/s1

Standard InChI Key:  HEROVAOQEGZULH-TTYNFNMNSA-N

Alternative Forms

1. Parent:

   

   ALA4278829

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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: 602.22

Molecular Weight (Monoisotopic): 601.2959

AlogP: 9.37

#Rotatable Bonds: 2

Polar Surface Area: 93.55

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.63

CX Basic pKa:

CX LogP: 9.03

CX LogD: 6.33

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.17

Np Likeness Score: 1.90

References

1. Salvador JAR, Leal AS, Valdeira AS, Gonçalves BMF, Alho DPS, Figueiredo SAC, Silvestre SM, Mendes VIS..  (2017)  Oleanane-, ursane-, and quinone methide friedelane-type triterpenoid derivatives: Recent advances in cancer treatment.,  142  [PMID:28754470] [10.1016/j.ejmech.2017.07.013]

Source

Source(1):

• Scientific Literature