N-(5-((3R,5S,6R)-5-amino-6-(2,5-difluorophenyl)tetrahydro-2H-pyran-3-yl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl)-1H-imidazole-4-sulfonamide

ID: ALA3736137

Chembl Id: CHEMBL3736137

PubChem CID: 127035569

Max Phase: Preclinical

Molecular Formula: C19H21F2N7O3S

Molecular Weight: 465.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H]1C[C@@H](N2Cc3[nH]nc(NS(=O)(=O)c4c[nH]cn4)c3C2)CO[C@@H]1c1cc(F)ccc1F

Standard InChI:  InChI=1S/C19H21F2N7O3S/c20-10-1-2-14(21)12(3-10)18-15(22)4-11(8-31-18)28-6-13-16(7-28)25-26-19(13)27-32(29,30)17-5-23-9-24-17/h1-3,5,9,11,15,18H,4,6-8,22H2,(H,23,24)(H2,25,26,27)/t11-,15+,18-/m1/s1

Standard InChI Key:  OBFQSMGSTYZEFW-DJCROIMJSA-N

Alternative Forms

1. Parent:

   

   ALA3736137

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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: 465.49

Molecular Weight (Monoisotopic): 465.1395

AlogP: 1.38

#Rotatable Bonds: 5

Polar Surface Area: 142.02

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.20

CX Basic pKa: 8.81

CX LogP: -0.20

CX LogD: -0.20

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -0.86

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