ID: ALA3273115

Max Phase: Preclinical

Molecular Formula: C28H41N3O5

Molecular Weight: 383.58

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(NC(C)CCCN)c2nccc(CCCC3CCCCC3)c2c1.O=C(O)/C=C/C(=O)O

Standard InChI:  InChI=1S/C24H37N3O.C4H4O4/c1-18(8-7-14-25)27-23-17-21(28-2)16-22-20(13-15-26-24(22)23)12-6-11-19-9-4-3-5-10-19;5-3(6)1-2-4(7)8/h13,15-19,27H,3-12,14,25H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

Standard InChI Key:  DIIHSOYKKILCQF-WLHGVMLRSA-N

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

Properties

Molecular Weight: 383.58

Molecular Weight (Monoisotopic): 383.2937

AlogP: 5.69

#Rotatable Bonds: 10

Polar Surface Area: 60.17

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.20

CX LogP: 5.09

CX LogD: 2.49

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: 0.06

References

1. Carroll FI, Berrang BD, Linn CP..  (1979)  Synthesis of 4-alkyl and 4-(beta-alkylvinyl) derivatives of primaquine as potential antimalarials.,  22  (11): [PMID:118257] [10.1021/jm00197a016]

Source

Source(1):

• Scientific Literature