TCMDC-137810

ID: ALA525149

Chembl Id: CHEMBL525149

PubChem CID: 44531723

Max Phase: Preclinical

Molecular Formula: C17H14FN5

Molecular Weight: 307.33

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-137810 | TCMDC-137810 | TCMDC-137810|CHEMBL525149|SCHEMBL24166648|BDBM50602554

Canonical SMILES:  Nc1nc(N)c2c(ccc3c2ccn3Cc2cccc(F)c2)n1

Standard InChI:  InChI=1S/C17H14FN5/c18-11-3-1-2-10(8-11)9-23-7-6-12-14(23)5-4-13-15(12)16(19)22-17(20)21-13/h1-8H,9H2,(H4,19,20,21,22)

Standard InChI Key:  IUBIUOFPWZSBMU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA525149

   7-[(3-Fluorophenyl)methyl]pyrrolo[3,2-f]quinazoline-1,3-diamine

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: 307.33

Molecular Weight (Monoisotopic): 307.1233

AlogP: 2.94

#Rotatable Bonds: 2

Polar Surface Area: 82.75

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.98

CX LogP: 3.23

CX LogD: 3.21

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.62

References

1. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

2. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]

3. Li Y, Ouyang Y, Wu H, Wang P, Huang Y, Li X, Chen H, Sun Y, Hu X, Wang X, Li G, Lu Y, Li C, Lu X, Pang J, Nie T, Sang X, Dong L, Dong W, Jiang J, Paterson IC, Yang X, Hong W, Wang H, You X..  (2022)  The discovery of 1, 3-diamino-7H-pyrrol[3, 2-f]quinazoline compounds as potent antimicrobial antifolates.,  228  [PMID:34802838] [10.1016/j.ejmech.2021.113979]

Source

Source(3):

• Scientific Literature
• GSK Malaria Screening
• St Jude Leishmania Screening