SID100341

ID: ALA1996518

Chembl Id: CHEMBL1996518

PubChem CID: 135408511

Max Phase: Preclinical

Molecular Formula: C20H25N3O

Molecular Weight: 323.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC1=C/C(=C\c2[nH]c(-c3ccc[nH]3)cc2OC)N=C1C

Standard InChI:  InChI=1S/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,21,23H,4-6,8H2,1-3H3/b16-12+

Standard InChI Key:  SZXDNGVQRDTJSD-FOWTUZBSSA-N

Alternative Forms

1. Parent:

   

   ALA1996518

   ---

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 323.44

Molecular Weight (Monoisotopic): 323.1998

AlogP: 5.34

#Rotatable Bonds: 7

Polar Surface Area: 53.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.62

CX LogP: 4.13

CX LogD: 4.06

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: 1.16

References

1. PubChem BioAssay data set, 

2. Rastegari B, Karbalaei-Heidari HR, Yousefi R, Zeinali S, Nabavizadeh M..  (2016)  Interaction of prodigiosin with HSA and β-Lg: Spectroscopic and molecular docking studies.,  24  (7): [PMID:26924214] [10.1016/j.bmc.2016.02.020]

3. Vitale GA, Sciarretta M, Palma Esposito F, January GG, Giaccio M, Bunk B, Spröer C, Bajerski F, Power D, Festa C, Monti MC, D'Auria MV, de Pascale D..  (2020)  Genomics-Metabolomics Profiling Disclosed Marine Vibrio spartinae 3.6 as a Producer of a New Branched Side Chain Prodigiosin.,  83  (5): [PMID:32275146] [10.1021/acs.jnatprod.9b01159]

4. Ren X, Xie X, Chen B, Liu L, Jiang C, Qian Q..  (2021)  Marine Natural Products: A Potential Source of Anti-hepatocellular Carcinoma Drugs.,  64  (12.0): [PMID:34128674] [10.1021/acs.jmedchem.0c02026]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays