ID: ALA1650569

Max Phase: Preclinical

Molecular Formula: C20H18N6O

Molecular Weight: 358.41

Molecule Type: Small molecule

Representations

Synonyms (1): DB850
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1cc(C(=N)N)ccc1-c1ccc(-c2nc3ccc(C(=N)N)cc3[nH]2)o1

Standard InChI:  InChI=1S/C20H18N6O/c1-10-8-11(18(21)22)2-4-13(10)16-6-7-17(27-16)20-25-14-5-3-12(19(23)24)9-15(14)26-20/h2-9H,1H3,(H3,21,22)(H3,23,24)(H,25,26)

Standard InChI Key:  MZIXJEWLHNYTIE-UHFFFAOYSA-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: 358.41

Molecular Weight (Monoisotopic): 358.1542

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 141.56

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.21

CX Basic pKa: 11.59

CX LogP: 0.54

CX LogD: -2.53

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.28

Np Likeness Score: -0.74

References

1. Gillingwater K, Kumar A, Anbazhagan M, Boykin DW, Tidwell RR, Brun R..  (2009)  In vivo investigations of selected diamidine compounds against Trypanosoma evansi using a mouse model.,  53  (12): [PMID:19786604] [10.1128/aac.00422-09]

2. Depauw S, Lambert M, Jambon S, Paul A, Peixoto P, Nhili R, Marongiu L, Figeac M, Dassi C, Paul-Constant C, Billoré B, Kumar A, Farahat AA, Ismail MA, Mineva E, Sweat DP, Stephens CE, Boykin DW, Wilson WD, David-Cordonnier MH..  (2019)  Heterocyclic Diamidine DNA Ligands as HOXA9 Transcription Factor Inhibitors: Design, Molecular Evaluation, and Cellular Consequences in a HOXA9-Dependant Leukemia Cell Model.,  62  (3.0): [PMID:30645099] [10.1021/acs.jmedchem.8b01448]

Source

Source(1):

• Scientific Literature