7-(1-Ethyl-propyl)-8-methyl-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine

ID: ALA170758

Chembl Id: CHEMBL170758

Cas Number: 150057-49-1

PubChem CID: 177894

Max Phase: Preclinical

Molecular Formula: C16H21N5

Molecular Weight: 283.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-137283 | TCMDC-137283 | TCMDC-137283|150057-49-1|1,3-Diamino-7-(1-ethylpropyl)-8-methyl-7H-pyrrolo(3,2-f)quinazoline|CHEMBL170758|1954U89|8-methyl-7-pentan-3-ylpyrrolo[3,2-f]quinazoline-1,3-diamine|SCHEMBL9568494|DTXSID70164461|BDBM50049905|PD083530|2-Methyl-3-(diethylmethyl)pyrrolo[3,2-f]quinazoline-7,9-diamine|7-(1-ethylpropyl)-8-methyl-pyrrolo[3,2-f]quinazoline-1,3-diamine|7-(1-Ethyl-propyl)-8-methyl-7H-pyrrolo[3,2-f]quinazoline-1,3-diamine|7H-Pyrrolo(3,2-f)quinazoline-1,3-diamine, 7-(1Show More⌵

Canonical SMILES:  CCC(CC)n1c(C)cc2c3c(N)nc(N)nc3ccc21

Standard InChI:  InChI=1S/C16H21N5/c1-4-10(5-2)21-9(3)8-11-13(21)7-6-12-14(11)15(17)20-16(18)19-12/h6-8,10H,4-5H2,1-3H3,(H4,17,18,19,20)

Standard InChI Key:  YBHNZQJIFKDDHM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA170758

   1,3-Diamino-7-(1-ethylpropyl)-8-methyl-7H-pyrrolo(3,2-f)quinazoline

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: 283.38

Molecular Weight (Monoisotopic): 283.1797

AlogP: 3.42

#Rotatable Bonds: 3

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: 3.38

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.98

References

1. Kuyper LF, Baccanari DP, Jones ML, Hunter RN, Tansik RL, Joyner SS, Boytos CM, Rudolph SK, Knick V, Wilson HR, Caddell JM, Friedman HS, Comley JC, Stables JN..  (1996)  High-affinity inhibitors of dihydrofolate reductase: antimicrobial and anticancer activities of 7,8-dialkyl-1,3-diaminopyrrolo[3,2-f]quinazolines with small molecular size.,  39  (4): [PMID:8632413] [10.1021/jm9505122]

2. 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]

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

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

Source

Source(3):

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