2-((trans-4-Hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]-pyridin-1-yl)benzamide

ID: ALA4531254

PubChem CID: 117736731

Max Phase: Preclinical

Molecular Formula: C29H33N9O2

Molecular Weight: 539.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1nn(-c2ccc(C(N)=O)c(N[C@H]3CC[C@H](O)CC3)c2)c2nccc(-n3cnc(-c4cnn(C)c4)c3)c12

Standard InChI:  InChI=1S/C29H33N9O2/c1-17(2)27-26-25(37-15-24(32-16-37)18-13-33-36(3)14-18)10-11-31-29(26)38(35-27)20-6-9-22(28(30)40)23(12-20)34-19-4-7-21(39)8-5-19/h6,9-17,19,21,34,39H,4-5,7-8H2,1-3H3,(H2,30,40)/t19-,21-

Standard InChI Key:  PMRIHYVCZXFASE-XUTJKUGGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4531254

   2-[(4-Hydroxycyclohexyl)amino]-4-[4-[4-(1-methylpyrazol-4-yl)imidazol-1-yl]-3-propan-2-ylpyrazolo[3,4-b]pyridin-1-yl]benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 539.64

Molecular Weight (Monoisotopic): 539.2757

AlogP: 3.94

#Rotatable Bonds: 7

Polar Surface Area: 141.70

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.88

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.28

Np Likeness Score: -1.40

References

1. Uno T, Kawai Y, Yamashita S, Oshiumi H, Yoshimura C, Mizutani T, Suzuki T, Chong KT, Shigeno K, Ohkubo M, Kodama Y, Muraoka H, Funabashi K, Takahashi K, Ohkubo S, Kitade M..  (2019)  Discovery of 3-Ethyl-4-(3-isopropyl-4-(4-(1-methyl-1 H-pyrazol-4-yl)-1 H-imidazol-1-yl)-1 H-pyrazolo[3,4- b]pyridin-1-yl)benzamide (TAS-116) as a Potent, Selective, and Orally Available HSP90 Inhibitor.,  62  (2): [PMID:30525599] [10.1021/acs.jmedchem.8b01085]

Source

Source(1):

• Scientific Literature