6-(2,6-Dichloro-phenyl)-pyrido[2,3-d]pyrimidine-2,7-diamine

ID: ALA58627

Chembl Id: CHEMBL58627

Cas Number: 26752-70-5

PubChem CID: 5328113

Max Phase: Preclinical

Molecular Formula: C13H9Cl2N5

Molecular Weight: 306.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc2cc(-c3c(Cl)cccc3Cl)c(N)nc2n1

Standard InChI:  InChI=1S/C13H9Cl2N5/c14-8-2-1-3-9(15)10(8)7-4-6-5-18-13(17)20-12(6)19-11(7)16/h1-5H,(H4,16,17,18,19,20)

Standard InChI Key:  YBGDFSNTQAQYRD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA58627

   6-(2,6-Dichlorophenyl)pyrido[2,3-d]pyrimidine-2,7-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: 306.16

Molecular Weight (Monoisotopic): 305.0235

AlogP: 3.16

#Rotatable Bonds: 1

Polar Surface Area: 90.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.49

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -0.53

References

1. Schroeder MC, Hamby JM, Connolly CJ, Grohar PJ, Winters RT, Barvian MR, Moore CW, Boushelle SL, Crean SM, Kraker AJ, Driscoll DL, Vincent PW, Elliott WL, Lu GH, Batley BL, Dahring TK, Major TC, Panek RL, Doherty AM, Showalter HD..  (2001)  Soluble 2-substituted aminopyrido[2,3-d]pyrimidin-7-yl ureas. Structure-activity relationships against selected tyrosine kinases and exploration of in vitro and in vivo anticancer activity.,  44  (12): [PMID:11384237] [10.1021/jm0004291]

2. Bennett LR, Blankley CJ, Fleming RW, Smith RD, Tessman DK..  (1981)  Antihypertensive activity of 6-arylpyrido[2,3-d]pyrimidin-7-amine derivatives.,  24  (4): [PMID:7265125] [10.1021/jm00136a006]

3. Thompson AM, Connolly CJ, Hamby JM, Boushelle S, Hartl BG, Amar AM, Kraker AJ, Driscoll DL, Steinkampf RW, Patmore SJ, Vincent PW, Roberts BJ, Elliott WL, Klohs W, Leopold WR, Showalter HD, Denny WA..  (2000)  3-(3,5-Dimethoxyphenyl)-1,6-naphthyridine-2,7-diamines and related 2-urea derivatives are potent and selective inhibitors of the FGF receptor-1 tyrosine kinase.,  43  (22): [PMID:11063616] [10.1021/jm000161d]

4. Andrews LD, Kane TR, Dozzo P, Haglund CM, Hilderbrandt DJ, Linsell MS, Machajewski T, McEnroe G, Serio AW, Wlasichuk KB, Neau DB, Pakhomova S, Waldrop GL, Sharp M, Pogliano J, Cirz RT, Cohen F..  (2019)  Optimization and Mechanistic Characterization of Pyridopyrimidine Inhibitors of Bacterial Biotin Carboxylase.,  62  (16): [PMID:31306011] [10.1021/acs.jmedchem.9b00625]

Source

Source(1):

• Scientific Literature