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4-(6-(4-(4-methylpiperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline ID: ALA2385596
PubChem CID: 60182364
Product Number: M608713, Order Now?
Max Phase: Preclinical
Molecular Formula: C26H24N6
Molecular Weight: 420.52
Molecule Type: Small molecule
Associated Items:
Names and Identifiers Canonical SMILES: CN1CCN(c2ccc(-c3cnc4c(-c5ccnc6ccccc56)cnn4c3)cc2)CC1
Standard InChI: InChI=1S/C26H24N6/c1-30-12-14-31(15-13-30)21-8-6-19(7-9-21)20-16-28-26-24(17-29-32(26)18-20)22-10-11-27-25-5-3-2-4-23(22)25/h2-11,16-18H,12-15H2,1H3
Standard InChI Key: XBGWAKUQSRNWMA-UHFFFAOYSA-N
Molfile:
RDKit 2D
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16.6219 -3.6467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.3300 -4.0556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.0396 -3.6462 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.0368 -2.8235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.3282 -2.4183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.7445 -4.0529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
18.7444 -4.8712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.4519 -5.2786 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
19.4480 -3.6437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.1560 -4.0474 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
20.1585 -4.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.9378 -5.1166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.4170 -4.4529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.9338 -3.7922 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
21.1944 -5.8900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.9160 -2.4188 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
15.9177 -1.6007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2140 -1.1924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.5040 -1.5976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
14.5022 -2.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.2105 -2.8286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7977 -1.1865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.6497 -6.4969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.9058 -7.2696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.7047 -7.4346 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
21.9879 -6.0504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.2433 -6.8217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.0374 -6.9848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.5768 -6.3775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
23.3167 -5.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
22.5233 -5.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 1 1 0
7 8 1 0
8 9 2 0
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11 10 1 0
10 7 2 0
4 7 1 0
11 12 1 0
12 13 2 0
13 14 1 0
14 15 2 0
15 11 1 0
13 16 1 0
17 18 1 0
17 22 1 0
18 19 1 0
19 20 1 0
20 21 1 0
21 22 1 0
1 17 1 0
20 23 1 0
16 24 2 0
24 25 1 0
25 26 2 0
26 28 1 0
27 16 1 0
27 28 1 0
28 29 2 0
29 30 1 0
30 31 2 0
31 32 1 0
32 27 2 0
M END Associated Targets(Human) Associated Targets(non-human) Molecule Features Natural Product: NoOral: NoChemical Probe: NoParenteral: NoMolecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: NoChirality: NoAvailability: NoProdrug: No
Drug Indications MESH ID MESH Heading EFO IDs EFO Terms Max Phase for Indication References
Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Calculated Properties Molecular Weight: 420.52Molecular Weight (Monoisotopic): 420.2062AlogP: 4.36#Rotatable Bonds: 3Polar Surface Area: 49.56Molecular Species: NEUTRALHBA: 6HBD: ┄#RO5 Violations: ┄HBA (Lipinski): 6HBD (Lipinski): ┄#RO5 Violations (Lipinski): ┄CX Acidic pKa: ┄CX Basic pKa: 7.86CX LogP: 4.06CX LogD: 3.47Aromatic Rings: 5Heavy Atoms: 32QED Weighted: 0.43Np Likeness Score: -1.29
References 1. Engers DW, Frist AY, Lindsley CW, Hong CC, Hopkins CR.. (2013) Synthesis and structure-activity relationships of a novel and selective bone morphogenetic protein receptor (BMP) inhibitor derived from the pyrazolo[1.5-a]pyrimidine scaffold of dorsomorphin: the discovery of ML347 as an ALK2 versus ALK3 selective MLPCN probe., 23 (11): [PMID:23639540 ] [10.1016/j.bmcl.2013.03.113 ]