(2E,5S,6R,7S,9S,10E,12E,15R,16Z,18E)-19-((S)-3,3-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-8-oxononadeca-2,10,12,16,18-pentaenoic acid

ID: ALA207218

PubChem CID: 11664184

Max Phase: Preclinical

Molecular Formula: C34H50O7

Molecular Weight: 570.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=C/[C@H](C)C/C=C/C(C)=C/[C@@H](CO)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C/C(C)=C/C(=O)O)/C=C/[C@@H]1OC(=O)C=CC1(C)C

Standard InChI:  InChI=1S/C34H50O7/c1-9-27(13-14-29-34(7,8)16-15-31(38)41-29)18-22(2)11-10-12-23(3)19-28(21-35)33(40)26(6)32(39)25(5)17-24(4)20-30(36)37/h10,12-16,18-20,22,25-26,28-29,32,35,39H,9,11,17,21H2,1-8H3,(H,36,37)/b12-10+,14-13+,23-19+,24-20+,27-18-/t22-,25+,26+,28+,29+,32-/m1/s1

Standard InChI Key:  OJLUVRWQLBCKMI-CRHOLKEQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA207218

   (2E,5S,6R,7S,9S,10E,12E,15R,16Z,18E)-19-[(2S)-3,3-dimethyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-8-oxononadeca-2,10,12,16,18-pentaenoic acid

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: 570.77

Molecular Weight (Monoisotopic): 570.3557

AlogP: 6.15

#Rotatable Bonds: 16

Polar Surface Area: 121.13

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.38

CX Basic pKa: ┄

CX LogP: 6.67

CX LogD: 3.77

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: 2.27

References

1. Ando R, Amano Y, Nakamura H, Arai N, Kuwajima I..  (2006)  Design, synthesis, and evaluation of novel kazusamycin A derivatives as potent antitumor agents.,  16  (12): [PMID:16617017] [10.1016/j.bmcl.2006.03.056]

Source

Source(1):

• Scientific Literature