ID: ALA470454

Max Phase: Preclinical

Molecular Formula: C25H28O4

Molecular Weight: 392.50

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC(C)=CCc1cc([C@@H]2CC(=O)c3ccc(O)cc3O2)cc(CC=C(C)C)c1O

Standard InChI:  InChI=1S/C25H28O4/c1-15(2)5-7-17-11-19(12-18(25(17)28)8-6-16(3)4)23-14-22(27)21-10-9-20(26)13-24(21)29-23/h5-6,9-13,23,26,28H,7-8,14H2,1-4H3/t23-/m0/s1

Standard InChI Key:  JBQLRZGPTDOWQA-QHCPKHFHSA-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: 392.50

Molecular Weight (Monoisotopic): 392.1988

AlogP: 5.82

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.78

CX Basic pKa:

CX LogP: 5.95

CX LogD: 5.79

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: 1.68

References

1. Na M, Jang J, Njamen D, Mbafor JT, Fomum ZT, Kim BY, Oh WK, Ahn JS..  (2006)  Protein tyrosine phosphatase-1B inhibitory activity of isoprenylated flavonoids isolated from Erythrina mildbraedii.,  69  (11): [PMID:17125223] [10.1021/np0601861]

2. 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]

3. Wätjen W, Suckow-Schnitker AK, Rohrig R, Kulawik A, Addae-Kyereme J, Wright CW, Passreiter CM..  (2008)  Prenylated flavonoid derivatives from the bark of Erythrina addisoniae.,  71  (4): [PMID:18302333] [10.1021/np070417j]

Source

Source(1):

• Scientific Literature