(4aR,6R,6aR,9S,11S,11bS,12R,14R)-11b-(acetoxymethyl)-6,11-dihydroxy-4,4-dimethyl-8-methylene-7-oxotetradecahydro-6a,9-methanocyclohepta[a]naphthalen-12-yl-4-(bromomethyl)benzoate

ID: ALA4759269

PubChem CID: 162657684

Max Phase: Preclinical

Molecular Formula: C30H37BrO7

Molecular Weight: 589.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)[C@@]23[C@H](O)C[C@@H]4C(C)(C)CCC[C@@]4(COC(C)=O)[C@@H]2[C@@H](O)C[C@H]1[C@H]3OC(=O)c1ccc(CBr)cc1

Standard InChI:  InChI=1S/C30H37BrO7/c1-16-20-12-21(33)24-29(15-37-17(2)32)11-5-10-28(3,4)22(29)13-23(34)30(24,25(16)35)26(20)38-27(36)19-8-6-18(14-31)7-9-19/h6-9,20-24,26,33-34H,1,5,10-15H2,2-4H3/t20-,21+,22-,23-,24+,26-,29+,30-/m1/s1

Standard InChI Key:  IOBVWWVMNKZITM-MNKYEVJKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4759269

   ---

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: 589.52

Molecular Weight (Monoisotopic): 588.1723

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 110.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.20

CX LogD: 4.20

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: 2.51

References

1. Huo JF,Hu TX,Dong YL,Zhao JZ,Liu XJ,Li LL,Zhang XY,Li YF,Liu HM,Ke Y,Wang C.  (2020)  Synthesis and in vitro and in vivo biological evaluation of novel derivatives of flexicaulin A as antiproliferative agents.,  208  [PMID:32883640] [10.1016/j.ejmech.2020.112789]

Source

Source(1):

• Scientific Literature