(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-3-chlorobenzoate

ID: ALA4763280

PubChem CID: 162659143

Max Phase: Preclinical

Molecular Formula: C29H35ClO7

Molecular Weight: 531.05

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)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C29H35ClO7/c1-15-19-12-20(32)23-28(14-36-16(2)31)10-6-9-27(3,4)21(28)13-22(33)29(23,24(15)34)25(19)37-26(35)17-7-5-8-18(30)11-17/h5,7-8,11,19-23,25,32-33H,1,6,9-10,12-14H2,2-4H3/t19-,20+,21-,22-,23+,25-,28+,29-/m1/s1

Standard InChI Key:  LZKQCGBQUVLSSC-PGSPYRNJSA-N

Molfile:  

 
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   34.0657  -30.4706    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4763280

   ---

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: 531.05

Molecular Weight (Monoisotopic): 530.2071

AlogP: 4.13

#Rotatable Bonds: 4

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: 4.03

CX LogD: 4.03

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.44

Np Likeness Score: 2.34

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