ID: ALA5277813

Max Phase: Preclinical

Molecular Formula: C26H31ClF3N3O4

Molecular Weight: 542.00

Representations

Canonical SMILES:  COc1cc(N2CC[C@@H](Oc3ccc(N4C[C@H](C(F)(F)F)[C@@H](C)[C@@H]4CC(=O)O)cc3)[C@H](C)C2)c(Cl)cn1

Standard InChI:  InChI=1S/C26H31ClF3N3O4/c1-15-13-32(22-10-24(36-3)31-12-20(22)27)9-8-23(15)37-18-6-4-17(5-7-18)33-14-19(26(28,29)30)16(2)21(33)11-25(34)35/h4-7,10,12,15-16,19,21,23H,8-9,11,13-14H2,1-3H3,(H,34,35)/t15-,16-,19+,21+,23-/m1/s1

Standard InChI Key:  DVBKNRBBPCQEMF-HVTCLMGNSA-N

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

Properties

Molecular Weight: 542.00

Molecular Weight (Monoisotopic): 541.1955

AlogP: 5.52

#Rotatable Bonds: 7

Polar Surface Area: 75.13

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.68

CX Basic pKa: 5.79

CX LogP: 4.02

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.49

Np Likeness Score: -0.51

References

1. Jurica EA, Wu X, Williams KN, Haque LE, Rampulla RA, Mathur A, Zhou M, Cao G, Cai H, Wang T, Liu H, Xu C, Kunselman LK, Antrilli TM, Hicks MB, Sun Q, Dierks EA, Apedo A, Moore DB, Foster KA, Cvijic ME, Panemangalore R, Khandelwal P, Wilkes JJ, Zinker BA, Robertson DG, Janovitz EB, Galella M, Li YX, Li J, Ramar T, Jalagam PR, Jayaram R, Whaley JM, Barrish JC, Robl JA, Ewing WR, Ellsworth BA..  (2023)  Optimization of physicochemical properties of pyrrolidine GPR40 AgoPAMs results in a differentiated profile with improved pharmacokinetics and reduced off-target activities.,  85  [PMID:37030194] [10.1016/j.bmc.2023.117273]

Source

Source(1):

• Scientific Literature