(1S,2R,4aS,6aS,6bR,10Z,11E,12aR)-11-(2,6-dichlorobenzylidene)-10-guanidinoimino-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydro-1,2,6a,6b,9,9,12a-heptamethylpicene-4a-carboxylic acid

ID: ALA4476299

PubChem CID: 155538252

Max Phase: Preclinical

Molecular Formula: C38H52Cl2N4O2

Molecular Weight: 667.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC(=C\c6c(Cl)cccc6Cl)/C(=N\NC(=N)N)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C38H52Cl2N4O2/c1-21-13-16-38(32(45)46)18-17-36(6)25(30(38)22(21)2)11-12-29-35(5)20-23(19-24-26(39)9-8-10-27(24)40)31(43-44-33(41)42)34(3,4)28(35)14-15-37(29,36)7/h8-11,19,21-22,28-30H,12-18,20H2,1-7H3,(H,45,46)(H4,41,42,44)/b23-19+,43-31+/t21-,22+,28+,29-,30+,35+,36-,37-,38+/m1/s1

Standard InChI Key:  QFSPTMVJXMNMPF-DDDXRLCCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4476299

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 667.77

Molecular Weight (Monoisotopic): 666.3467

AlogP: 9.57

#Rotatable Bonds: 3

Polar Surface Area: 111.56

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.47

CX Basic pKa: 8.01

CX LogP: 8.04

CX LogD: 7.96

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.11

Np Likeness Score: 1.65

References

1. Wu J, Zhang ZH, Zhang LH, Jin XJ, Ma J, Piao HR..  (2019)  Design, synthesis, and screening of novel ursolic acid derivatives as potential anti-cancer agents that target the HIF-1α pathway.,  29  (6): [PMID:30728113] [10.1016/j.bmcl.2018.12.060]

Source

Source(1):

• Scientific Literature