(1S,2R,4aS,6aS,6bR,10Z,11E,12aR)-11-(3-fluorobenzylidene)-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: ALA4561047

PubChem CID: 155558377

Max Phase: Preclinical

Molecular Formula: C38H53FN4O2

Molecular Weight: 616.87

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\c6cccc(F)c6)/C(=N\NC(=N)N)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C38H53FN4O2/c1-22-13-16-38(32(44)45)18-17-36(6)27(30(38)23(22)2)11-12-29-35(5)21-25(19-24-9-8-10-26(39)20-24)31(42-43-33(40)41)34(3,4)28(35)14-15-37(29,36)7/h8-11,19-20,22-23,28-30H,12-18,21H2,1-7H3,(H,44,45)(H4,40,41,43)/b25-19+,42-31+/t22-,23+,28+,29-,30+,35+,36-,37-,38+/m1/s1

Standard InChI Key:  NBJZQURKOHHGJS-KJHAQDOSSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4561047

   ---

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: 616.87

Molecular Weight (Monoisotopic): 616.4153

AlogP: 8.40

#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: 8.26

CX LogP: 6.97

CX LogD: 6.93

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.12

Np Likeness Score: 1.63

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