5-(4-cyclohexylphenyl)-3-(3-(fluoromethyl)azetidine-1-carbonyl)-2-(3-methylpyrazin-2-yl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA5191316

Chembl Id: CHEMBL5191316

PubChem CID: 164852436

Max Phase: Preclinical

Molecular Formula: C28H29FN6O2

Molecular Weight: 500.58

Names and Identifiers

Canonical SMILES:  Cc1nccnc1-c1nn2c(=O)cc(-c3ccc(C4CCCCC4)cc3)[nH]c2c1C(=O)N1CC(CF)C1

Standard InChI:  InChI=1S/C28H29FN6O2/c1-17-25(31-12-11-30-17)26-24(28(37)34-15-18(14-29)16-34)27-32-22(13-23(36)35(27)33-26)21-9-7-20(8-10-21)19-5-3-2-4-6-19/h7-13,18-19,32H,2-6,14-16H2,1H3

Standard InChI Key:  UNRTVIQQMJRQLZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5191316

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.58

Molecular Weight (Monoisotopic): 500.2336

AlogP: 4.54

#Rotatable Bonds: 5

Polar Surface Area: 96.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.66

CX Basic pKa: 0.71

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -0.91

References

1. Heinrich T, Peterson C, Schneider R, Garg S, Schwarz D, Gunera J, Seshire A, Kötzner L, Schlesiger S, Musil D, Schilke H, Doerfel B, Diehl P, Böpple P, Lemos AR, Sousa PMF, Freire F, Bandeiras TM, Carswell E, Pearson N, Sirohi S, Hooker M, Trivier E, Broome R, Balsiger A, Crowden A, Dillon C, Wienke D..  (2022)  Optimization of TEAD P-Site Binding Fragment Hit into In Vivo Active Lead MSC-4106.,  65  (13.0): [PMID:35763499] [10.1021/acs.jmedchem.2c00403]

Source

Source(1):

• Scientific Literature