Phorbol-13,20-dibutyrate

ID: ALA4876985

PubChem CID: 10553551

Max Phase: Preclinical

Molecular Formula: C28H40O8

Molecular Weight: 504.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)OCC1=C[C@H]2[C@@H]3C(C)(C)[C@]3(OC(=O)CCC)[C@H](O)[C@@H](C)[C@]2(O)[C@@H]2C=C(C)C(=O)[C@@]2(O)C1

Standard InChI:  InChI=1S/C28H40O8/c1-7-9-20(29)35-14-17-12-18-22-25(5,6)28(22,36-21(30)10-8-2)24(32)16(4)27(18,34)19-11-15(3)23(31)26(19,33)13-17/h11-12,16,18-19,22,24,32-34H,7-10,13-14H2,1-6H3/t16-,18+,19-,22-,24-,26-,27-,28-/m1/s1

Standard InChI Key:  NTDCWQZOFIWKJS-YVQNUNKESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4876985

   [(1S,2S,6R,10S,11R,13S,14R,15R)-13-butanoyloxy-1,6,14-trihydroxy-4,12,12,15-tetramethyl-5-oxo-8-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl]methyl butanoate

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: 504.62

Molecular Weight (Monoisotopic): 504.2723

AlogP: 2.63

#Rotatable Bonds: 7

Polar Surface Area: 130.36

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.54

CX Basic pKa: ┄

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: 2.58

References

1. Li QR, Cheng YY, Zhao L, Huang XL, Jiang XG, Cui YD, Morris-Natschke SL, Goto M, Chen CH, Lee KH, Chen DF, Zhang J..  (2021)  New phorbol ester derivatives as potent anti-HIV agents.,  50  [PMID:34403728] [10.1016/j.bmcl.2021.128319]

Source

Source(1):

• Scientific Literature