(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-bromobenzoate

ID: ALA4777178

PubChem CID: 162643886

Max Phase: Preclinical

Molecular Formula: C29H35BrO7

Molecular Weight: 575.50

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(Br)cc1

Standard InChI:  InChI=1S/C29H35BrO7/c1-15-19-12-20(32)23-28(14-36-16(2)31)11-5-10-27(3,4)21(28)13-22(33)29(23,24(15)34)25(19)37-26(35)17-6-8-18(30)9-7-17/h6-9,19-23,25,32-33H,1,5,10-14H2,2-4H3/t19-,20+,21-,22-,23+,25-,28+,29-/m1/s1

Standard InChI Key:  IVIKUWORDFOYHN-PGSPYRNJSA-N

Molfile:  

 
     RDKit          2D

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   31.0635  -13.3812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6912  -11.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7319  -12.6797    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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 37 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777178

   ---

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: 575.50

Molecular Weight (Monoisotopic): 574.1566

AlogP: 4.24

#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: 4.19

CX LogD: 4.19

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.41

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