(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(1-(1-methyl-1H-imidazol-4-ylsulfonyl)pyrrolo[3,4-c]pyrazol-5(1H,4H,6H)-yl)tetrahydro-2H-pyran-3-amine

ID: ALA3735852

Chembl Id: CHEMBL3735852

PubChem CID: 127035081

Max Phase: Preclinical

Molecular Formula: C20H22F2N6O3S

Molecular Weight: 464.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cnc(S(=O)(=O)n2ncc3c2CN([C@H]2CO[C@H](c4cc(F)ccc4F)[C@@H](N)C2)C3)c1

Standard InChI:  InChI=1S/C20H22F2N6O3S/c1-26-9-19(24-11-26)32(29,30)28-18-8-27(7-12(18)6-25-28)14-5-17(23)20(31-10-14)15-4-13(21)2-3-16(15)22/h2-4,6,9,11,14,17,20H,5,7-8,10,23H2,1H3/t14-,17+,20-/m1/s1

Standard InChI Key:  XDHIASBVSHJROH-CFLQYTFWSA-N

Alternative Forms

1. Parent:

   

   ALA3735852

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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: 464.50

Molecular Weight (Monoisotopic): 464.1442

AlogP: 1.30

#Rotatable Bonds: 4

Polar Surface Area: 108.27

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.81

CX LogP: 0.75

CX LogD: -0.67

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.62

Np Likeness Score: -0.89

References

1. Chen P, Feng D, Qian X, Apgar J, Wilkening R, Kuethe JT, Gao YD, Scapin G, Cox J, Doss G, Eiermann G, He H, Li X, Lyons KA, Metzger J, Petrov A, Wu JK, Xu S, Weber AE, Yan Y, Roy RS, Biftu T..  (2015)  Structure-activity-relationship of amide and sulfonamide analogs of omarigliptin.,  25  (24): [PMID:26546218] [10.1016/j.bmcl.2015.10.070]

Source

Source(1):

• Scientific Literature