TCMDC-137820

ID: ALA526243

Chembl Id: CHEMBL526243

Cas Number: 65795-51-9

PubChem CID: 3010592

Max Phase: Preclinical

Molecular Formula: C18H14N6

Molecular Weight: 314.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-137820 | TCMDC-137820 | Antibacterial agent 27|TCMDC-137820|CHEMBL526243|65795-51-9|DAQ4A|SCHEMBL11615192|EX-A5663|4-[(1,3-diaminopyrrolo[3,2-f]quinazolin-7-yl)methyl]benzonitrile|BDBM50134784|MS-24617|HY-141829|CS-0227174|Benzonitrile, 4-[(1,3-diamino-7H-pyrrolo[3,2-f]quinazolin-7-yl)methyl]-

Canonical SMILES:  N#Cc1ccc(Cn2ccc3c4c(N)nc(N)nc4ccc32)cc1

Standard InChI:  InChI=1S/C18H14N6/c19-9-11-1-3-12(4-2-11)10-24-8-7-13-15(24)6-5-14-16(13)17(20)23-18(21)22-14/h1-8H,10H2,(H4,20,21,22,23)

Standard InChI Key:  IZYHVTAYLHFZSP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA526243

   Antibacterial agent 27

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: 314.35

Molecular Weight (Monoisotopic): 314.1280

AlogP: 2.67

#Rotatable Bonds: 2

Polar Surface Area: 106.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.98

CX LogP: 2.94

CX LogD: 2.93

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.39

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. Chao B, Li BX, Xiao X..  (2015)  The chemistry and pharmacology of privileged pyrroloquinazolines.,  6  (4): [PMID:25937878] [10.1039/c4md00485j]

4. Yang X, Wedajo W, Yamada Y, Dahlroth SL, Neo JJ, Dick T, Chui WK..  (2018)  1,3,5-triazaspiro[5.5]undeca-2,4-dienes as selective Mycobacterium tuberculosis dihydrofolate reductase inhibitors with potent whole cell activity.,  144  [PMID:29274493] [10.1016/j.ejmech.2017.12.017]

Source

Source(3):

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