(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-bromobutanoate

ID: ALA4780853

PubChem CID: 162663413

Max Phase: Preclinical

Molecular Formula: C26H37BrO7

Molecular Weight: 541.48

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)CCCBr

Standard InChI:  InChI=1S/C26H37BrO7/c1-14-16-11-17(29)21-25(13-33-15(2)28)9-6-8-24(3,4)18(25)12-19(30)26(21,22(14)32)23(16)34-20(31)7-5-10-27/h16-19,21,23,29-30H,1,5-13H2,2-4H3/t16-,17+,18-,19-,21+,23-,25+,26-/m1/s1

Standard InChI Key:  RBYMOTLQGGXOGP-KYRDOMLNSA-N

Molfile:  

 
     RDKit          2D

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   28.4490   -3.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.7689   -1.5187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   27.7413   -1.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.4490   -1.0978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4519   -1.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0565   -4.3329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2947   -3.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5816   -4.7859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2864   -4.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5143   -4.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8932   -2.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.7380   -4.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1445   -5.6779    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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 20 34  2  0
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 35 36  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780853

   ---

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: 541.48

Molecular Weight (Monoisotopic): 540.1723

AlogP: 3.34

#Rotatable Bonds: 6

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: 2.62

CX LogD: 2.62

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 2.88

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