1,3-Bis-(4-amino-2-methyl-quinolin-6-yl)-urea

ID: ALA87223

Chembl Id: CHEMBL87223

Cas Number: 3811-56-1

PubChem CID: 71166

Max Phase: Phase

Molecular Formula: C21H20N6O

Molecular Weight: 372.43

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Aminoquinuride | Aminoquinuride|Surfen|3811-56-1|Aminoquinuride [INN]|1,3-bis(4-amino-2-methylquinolin-6-yl)urea|Urea, 1,3-Bis(4-amino-2-methyl-6-quinolyl)-|N,N'-BIS(4-AMINO-2-METHYLQUINOLIN-6-YL)UREA|N,N'-Bis(4-amino-2-methyl-6-quinolinyl)urea|Aminochinurid|1,3-Bis(4-amino-2-methyl-6-quinolyl)urea|08T7936572|Aminochinuridum|Aminoquinuridum|Aminokinuridum|Aminoquinurida|Aminochincarbamidum|Aminoquin carbamide|NSC|NSC12155|NSC-12155|NCGC00013130-03|NCGC00013130-04|Aminoquinuridum [INN-Latin]|AminShow More⌵

Canonical SMILES:  Cc1cc(N)c2cc(NC(=O)Nc3ccc4nc(C)cc(N)c4c3)ccc2n1

Standard InChI:  InChI=1S/C21H20N6O/c1-11-7-17(22)15-9-13(3-5-19(15)24-11)26-21(28)27-14-4-6-20-16(10-14)18(23)8-12(2)25-20/h3-10H,1-2H3,(H2,22,24)(H2,23,25)(H2,26,27,28)

Standard InChI Key:  HOUSDILKOJMENG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA87223

   AMINOQUINURIDE

2. Alternative Forms:

   

   ALA87223

   Surfen hydrate
3. 

   ALA87223

   Surfen dihydrochloride

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 372.43

Molecular Weight (Monoisotopic): 372.1699

AlogP: 4.21

#Rotatable Bonds: 2

Polar Surface Area: 118.95

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.52

CX Basic pKa: 9.07

CX LogP: 2.04

CX LogD: -0.48

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.98

References

1. Lanza TJ, Durette PL, Rollins T, Siciliano S, Cianciarulo DN, Kobayashi SV, Caldwell CG, Springer MS, Hagmann WK..  (1992)  Substituted 4,6-diaminoquinolines as inhibitors of C5a receptor binding.,  35  (2): [PMID:1310118] [10.1021/jm00080a008]

2. Rogers JP, Beuscher AE, Flajolet M, McAvoy T, Nairn AC, Olson AJ, Greengard P..  (2006)  Discovery of protein phosphatase 2C inhibitors by virtual screening.,  49  (5): [PMID:16509582] [10.1021/jm051033y]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. Panchal RG, Ulrich RL, Lane D, Butler MM, Houseweart C, Opperman T, Williams JD, Peet NP, Moir DT, Nguyen T, Gussio R, Bowlin T, Bavari S..  (2009)  Novel broad-spectrum bis-(imidazolinylindole) derivatives with potent antibacterial activities against antibiotic-resistant strains.,  53  (10): [PMID:19635954] [10.1128/aac.01709-08]

7. PubChem BioAssay data set, 

8. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

9. Williams JD, Khan AR, Cardinale SC, Butler MM, Bowlin TL, Peet NP..  (2014)  Small molecule inhibitors of anthrax lethal factor toxin.,  22  (1): [PMID:24290062] [10.1016/j.bmc.2013.11.009]

10.  (2010)  Compositions and methods for inhibiting g protein signaling, 

11. Li J, Ge Y, Huang JX, Strømgaard K, Zhang X, Xiong XF..  (2020)  Heterotrimeric G Proteins as Therapeutic Targets in Drug Discovery.,  63  (10): [PMID:31841625] [10.1021/acs.jmedchem.9b01452]

12.  (2012)  Inhibitors of eya2, 

Source

Source(4):

• Scientific Literature
• PubChem BioAssays
• USP Dictionary of USAN and International Drug Names
• Patent Bioactivity Data