ID: ALA455626

Max Phase: Preclinical

Molecular Formula: C20H18O4

Molecular Weight: 322.36

Molecule Type: Small molecule

Representations

Synonyms (1): Abyssinone I
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1(C)C=Cc2cc([C@@H]3CC(=O)c4ccc(O)cc4O3)ccc2O1

Standard InChI:  InChI=1S/C20H18O4/c1-20(2)8-7-13-9-12(3-6-17(13)24-20)18-11-16(22)15-5-4-14(21)10-19(15)23-18/h3-10,18,21H,11H2,1-2H3/t18-/m0/s1

Standard InChI Key:  MITHUEHYZARDCT-SFHVURJKSA-N

Molecule Features

Natural Product: Yes

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: 322.36

Molecular Weight (Monoisotopic): 322.1205

AlogP: 4.28

#Rotatable Bonds: 1

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.80

CX Basic pKa:

CX LogP: 3.69

CX LogD: 3.55

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: 2.19

References

1. Taniguchi M, Kubo I..  (1993)  Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.,  56  (9): [PMID:8254349] [10.1021/np50099a012]

2. Farmer RL, Biddle MM, Nibbs AE, Huang X, Bergan RC, Scheidt KA..  (2010)  Concise syntheses of the abyssinones and discovery of new inhibitors of prostate cancer and MMP-2 expression.,  1  (8): [PMID:21116437] [10.1021/ml100110x]

3. Li K, Ji S, Song W, Kuang Y, Lin Y, Tang S, Cui Z, Qiao X, Yu S, Ye M..  (2017)  Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra.,  80  (2): [PMID:28140583] [10.1021/acs.jnatprod.6b00783]

Source

Source(1):

• Scientific Literature