30-(4'-hydroxybenzoyloxy)-11alpha-hydroxylupane-20(29)-en-3-one

ID: ALA442814

PubChem CID: 11399028

Max Phase: Preclinical

Molecular Formula: C37H52O5

Molecular Weight: 576.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(COC(=O)c1ccc(O)cc1)[C@@H]1CC[C@]2(C)CC[C@]3(C)[C@H](C[C@@H](O)[C@@H]4[C@@]5(C)CCC(=O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C37H52O5/c1-22(21-42-32(41)23-8-10-24(38)11-9-23)25-12-15-34(4)18-19-36(6)26(30(25)34)20-27(39)31-35(5)16-14-29(40)33(2,3)28(35)13-17-37(31,36)7/h8-11,25-28,30-31,38-39H,1,12-21H2,2-7H3/t25-,26+,27+,28-,30+,31+,34+,35-,36+,37+/m0/s1

Standard InChI Key:  WDFWQGCNPVLXKK-DJDCUENXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA442814

   2-[(1R,3aR,5aR,5bR,7aR,11aS,11bR,12R,13aR,13bS)-12-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]prop-2-enyl 4-hydroxybenzoate

Molecule Features

Natural Product: Yes

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: 576.82

Molecular Weight (Monoisotopic): 576.3815

AlogP: 7.75

#Rotatable Bonds: 4

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.50

CX Basic pKa: ┄

CX LogP: 7.61

CX LogD: 7.58

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.28

Np Likeness Score: 2.58

References

1. Feng X, Gao Z, Li S, Jones SH, Hecht SM..  (2004)  DNA polymerase beta lyase inhibitors from Maytenus putterlickoides.,  67  (10): [PMID:15497954] [10.1021/np040057p]

Source

Source(1):

• Scientific Literature