ID: ALA491094

Max Phase: Preclinical

Molecular Formula: C11H8N2O2

Molecular Weight: 200.20

Molecule Type: Small molecule

Representations

Synonyms (1): Demethylaaptamine
Synonyms from Alternative Forms(1):

Canonical SMILES:  Oc1cc2ccnc3c2c(c1O)NC=C3

Standard InChI:  InChI=1S/C11H8N2O2/c14-8-5-6-1-3-12-7-2-4-13-10(9(6)7)11(8)15/h1-5,13-15H

Standard InChI Key:  ZLLLBEQWLHKRLA-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: 200.20

Molecular Weight (Monoisotopic): 200.0586

AlogP: 2.04

#Rotatable Bonds: 0

Polar Surface Area: 65.38

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.99

CX Basic pKa: 9.15

CX LogP: 0.25

CX LogD: 0.19

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.57

Np Likeness Score: 1.17

References

1. Jang KH, Chung SC, Shin J, Lee SH, Kim TI, Lee HS, Oh KB..  (2007)  Aaptamines as sortase A inhibitors from the tropical sponge Aaptos aaptos.,  17  (19): [PMID:17716892] [10.1016/j.bmcl.2007.08.007]

2. Longley RE, McConnell OJ, Essich E, Harmody D..  (1993)  Evaluation of marine sponge metabolites for cytotoxicity and signal transduction activity.,  56  (6): [PMID:8350092] [10.1021/np50096a015]

3. Tsukamoto S, Yamanokuchi R, Yoshitomi M, Sato K, Ikeda T, Rotinsulu H, Mangindaan RE, de Voogd NJ, van Soest RW, Yokosawa H..  (2010)  Aaptamine, an alkaloid from the sponge Aaptos suberitoides, functions as a proteasome inhibitor.,  20  (11): [PMID:20451377] [10.1016/j.bmcl.2010.04.029]

4. Pham CD, Hartmann R, Müller WE, de Voogd N, Lai D, Proksch P..  (2013)  Aaptamine derivatives from the Indonesian sponge Aaptos suberitoides.,  76  (1): [PMID:23282083] [10.1021/np300794b]

Source

Source(1):

• Scientific Literature