Benzyl-(2-methoxy-ethyl)-{2-[4-(3-thiophen-3-yl-pyrazolo[1,5-a]pyrimidin-6-yl)-phenoxy]-ethyl}-amine

ID: ALA333640

Chembl Id: CHEMBL333640

PubChem CID: 5329451

Max Phase: Preclinical

Molecular Formula: C28H28N4O2S

Molecular Weight: 484.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCN(CCOc1ccc(-c2cnc3c(-c4ccsc4)cnn3c2)cc1)Cc1ccccc1

Standard InChI:  InChI=1S/C28H28N4O2S/c1-33-14-12-31(19-22-5-3-2-4-6-22)13-15-34-26-9-7-23(8-10-26)25-17-29-28-27(18-30-32(28)20-25)24-11-16-35-21-24/h2-11,16-18,20-21H,12-15,19H2,1H3

Standard InChI Key:  SYXUIDNWCZVPRH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA333640

   Pyrazolo[1,5-a]pyrimidine 4f

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: 484.63

Molecular Weight (Monoisotopic): 484.1933

AlogP: 5.65

#Rotatable Bonds: 11

Polar Surface Area: 51.89

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.39

CX LogP: 5.27

CX LogD: 4.24

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.90

References

1. Fraley ME, Rubino RS, Hoffman WF, Hambaugh SR, Arrington KL, Hungate RW, Bilodeau MT, Tebben AJ, Rutledge RZ, Kendall RL, McFall RC, Huckle WR, Coll KE, Thomas KA..  (2002)  Optimization of a pyrazolo[1,5-a]pyrimidine class of KDR kinase inhibitors: improvements in physical properties enhance cellular activity and pharmacokinetics.,  12  (24): [PMID:12443771] [10.1016/s0960-894x(02)00827-2]

Source

Source(1):

• Scientific Literature