(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,22R,23Z)-methyl 7,9,13,19-tetrahydroxy-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate

ID: ALA389211

PubChem CID: 44424992

Max Phase: Preclinical

Molecular Formula: C33H56O6

Molecular Weight: 548.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C/C=C\[C@H](C)C[C@@H](C)[C@H](O)CC[C@H](C)C[C@H](C)[C@@H](O)[C@@H](C)/C=C\[C@@H](O)C[C@H](O)[C@H](C)/C=C/C=C\C(=O)OC

Standard InChI:  InChI=1S/C33H56O6/c1-9-10-13-23(2)20-27(6)30(35)19-16-24(3)21-28(7)33(38)26(5)17-18-29(34)22-31(36)25(4)14-11-12-15-32(37)39-8/h9-15,17-18,23-31,33-36,38H,1,16,19-22H2,2-8H3/b13-10-,14-11+,15-12-,18-17-/t23-,24-,25+,26-,27+,28-,29+,30+,31-,33-/m0/s1

Standard InChI Key:  FNXXJWCZEQXEFL-YBXACSPQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA389211

   methyl (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,16S,19R,20R,22R,23Z)-7,9,13,19-tetrahydroxy-6,12,14,16,20,22-hexamethylhexacosa-2,4,10,23,25-pentaenoate

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: 548.81

Molecular Weight (Monoisotopic): 548.4077

AlogP: 5.78

#Rotatable Bonds: 20

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.26

CX LogD: 6.26

Aromatic Rings: ┄

Heavy Atoms: 39

QED Weighted: 0.07

Np Likeness Score: 2.06

References

1. Jung WH, Harrison C, Shin Y, Fournier JH, Balachandran R, Raccor BS, Sikorski RP, Vogt A, Curran DP, Day BW..  (2007)  Total synthesis and biological evaluation of C16 analogs of (-)-dictyostatin.,  50  (13): [PMID:17542572] [10.1021/jm061385k]

Source

Source(1):

• Scientific Literature