ID: ALA231549

Max Phase: Preclinical

Molecular Formula: C20H20O5

Molecular Weight: 340.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1c(O)c(CCC(C)C)c2c(c1O)C(=O)c1cccc(O)c1C2=O

Standard InChI:  InChI=1S/C20H20O5/c1-9(2)7-8-12-15-16(18(23)10(3)17(12)22)19(24)11-5-4-6-13(21)14(11)20(15)25/h4-6,9,21-23H,7-8H2,1-3H3

Standard InChI Key:  WWUQQOQPOGZVSK-UHFFFAOYSA-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: 340.38

Molecular Weight (Monoisotopic): 340.1311

AlogP: 3.48

#Rotatable Bonds: 3

Polar Surface Area: 94.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.87

CX Basic pKa:

CX LogP: 5.96

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: 1.47

References

1. Igarashi Y, Trujillo ME, Martínez-Molina E, Yanase S, Miyanaga S, Obata T, Sakurai H, Saiki I, Fujita T, Furumai T..  (2007)  Antitumor anthraquinones from an endophytic actinomycete Micromonospora lupini sp. nov.,  17  (13): [PMID:17475486] [10.1016/j.bmcl.2007.04.039]

2. Igarashi Y, Yanase S, Sugimoto K, Enomoto M, Miyanaga S, Trujillo ME, Saiki I, Kuwahara S..  (2011)  Lupinacidin C, an inhibitor of tumor cell invasion from Micromonospora lupini.,  74  (4): [PMID:21226490] [10.1021/np100779t]

3. Hu Y, Martinez ED, MacMillan JB..  (2012)  Anthraquinones from a marine-derived Streptomyces spinoverrucosus.,  75  (10): [PMID:23057874] [10.1021/np3004326]

Source

Source(1):

• Scientific Literature