ID: ALA3105088

Max Phase: Preclinical

Molecular Formula: C27H34O5

Molecular Weight: 438.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1=C[C@]23C(=O)[C@@H](C=C(CO)[C@@H](O)[C@]2(O)[C@H]1OCc1ccccc1)[C@H]1[C@@H](C[C@H]3C)C1(C)C

Standard InChI:  InChI=1S/C27H34O5/c1-15-12-26-16(2)10-20-21(25(20,3)4)19(23(26)30)11-18(13-28)22(29)27(26,31)24(15)32-14-17-8-6-5-7-9-17/h5-9,11-12,16,19-22,24,28-29,31H,10,13-14H2,1-4H3/t16-,19+,20-,21+,22-,24+,26+,27+/m1/s1

Standard InChI Key:  BKWJKDPWUAXVGB-WSHSHGDFSA-N

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

Properties

Molecular Weight: 438.56

Molecular Weight (Monoisotopic): 438.2406

AlogP: 3.04

#Rotatable Bonds: 4

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.16

CX Basic pKa:

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: 2.70

References

1. Grue-Sørensen G, Liang X, Månsson K, Vedsø P, Dahl Sørensen M, Soor A, Stahlhut M, Bertelsen M, Engell KM, Högberg T..  (2014)  Synthesis, biological evaluation and SAR of 3-benzoates of ingenol for treatment of actinic keratosis and non-melanoma skin cancer.,  24  (1): [PMID:24332494] [10.1016/j.bmcl.2013.11.073]

Source

Source(1):

• Scientific Literature