ID: ALA454849

Max Phase: Preclinical

Molecular Formula: C21H22O5

Molecular Weight: 354.40

Molecule Type: Small molecule

Representations

Synonyms (3): Cristacarpin | Crystacarpin | Erythrabyssin I
Synonyms from Alternative Forms(3):

Canonical SMILES:  COc1ccc2c(c1CC=C(C)C)O[C@H]1c3ccc(O)cc3OC[C@@]21O

Standard InChI:  InChI=1S/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3/t20-,21+/m0/s1

Standard InChI Key:  ZHPYEBFYLDGZKF-LEWJYISDSA-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: 354.40

Molecular Weight (Monoisotopic): 354.1467

AlogP: 3.62

#Rotatable Bonds: 3

Polar Surface Area: 68.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.41

CX Basic pKa:

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: 2.55

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. Dagne E, Gunatilaka AA, Kingston DG, Alemu M, Hofmann G, Johnson RK..  (1993)  Two bioactive pterocarpans from Erythrina burana.,  56  (10): [PMID:8277323] [10.1021/np50100a028]

3. Djiogue S, Halabalaki M, Alexi X, Njamen D, Fomum ZT, Alexis MN, Skaltsounis AL..  (2009)  Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor.,  72  (9): [PMID:19705860] [10.1021/np900271m]

4. Nguyen PH, Nguyen TN, Kang KW, Ndinteh DT, Mbafor JT, Kim YR, Oh WK..  (2010)  Prenylated pterocarpans as bacterial neuraminidase inhibitors.,  18  (9): [PMID:20363636] [10.1016/j.bmc.2010.03.005]

5. Selvam C, Jordan BC, Prakash S, Mutisya D, Thilagavathi R..  (2017)  Pterocarpan scaffold: A natural lead molecule with diverse pharmacological properties.,  128  [PMID:28189086] [10.1016/j.ejmech.2017.01.023]

Source

Source(1):

• Scientific Literature