3,3,5-Triisopentyldesmosdumotin C

ID: ALA1683259

PubChem CID: 53325482

Max Phase: Preclinical

Molecular Formula: C31H44O4

Molecular Weight: 480.69

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3,3,5-Triisopentyldesmosdumotin C | CHEMBL1683259|3,3,5-Triisopentyldesmosdumotin C

Canonical SMILES:  COC1=C(CCC(C)C)C(=O)/C(=C(O)/C=C/c2ccccc2)C(=O)C1(CCC(C)C)CCC(C)C

Standard InChI:  InChI=1S/C31H44O4/c1-21(2)13-15-25-28(33)27(26(32)16-14-24-11-9-8-10-12-24)29(34)31(30(25)35-7,19-17-22(3)4)20-18-23(5)6/h8-12,14,16,21-23,32H,13,15,17-20H2,1-7H3/b16-14+,27-26+

Standard InChI Key:  SHZMGADOAUPOSQ-NLLWYSLESA-N

Molfile:  

     RDKit          2D

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    4.9369   -4.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5224   -5.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8139   -5.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9481   -7.6164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6649   -6.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0995   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007   -7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864   -8.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1715   -3.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9965   -3.7066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5231   -3.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134   -2.9938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5246   -2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  9  2  0
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 13 14  2  0
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  6  7  1  0
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  1 31  1  0
 15 16  2  0
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  3  2  1  0
 29 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1683259

   3,3,5-Triisopentyldesmosdumotin C

Molecule Features

Natural Product: No

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: 480.69

Molecular Weight (Monoisotopic): 480.3240

AlogP: 7.86

#Rotatable Bonds: 12

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.39

CX Basic pKa: ┄

CX LogP: 8.53

CX LogD: 5.63

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: 1.07

References

1. Nakagawa-Goto K, Wu PC, Bastow KF, Yang SC, Yu SL, Chen HY, Lin JC, Goto M, Morris-Natschke SL, Yang PC, Lee KH..  (2011)  Antitumor agents 283. Further elaboration of desmosdumotin C analogs as potent antitumor agents: activation of spindle assembly checkpoint as possible mode of action.,  19  (5): [PMID:21296579] [10.1016/j.bmc.2011.01.001]

Source

Source(1):

• Scientific Literature