2-Fluoro-3-{3-[(6-methylpyridin-3-yl)oxy]azetidin-1-yl}benzyl-N-carbamimidoylcarbamate (2R,3R)-tartrate

ID: ALA4094310

PubChem CID: 146029978

Max Phase: Preclinical

Molecular Formula: C22H26FN5O9

Molecular Weight: 373.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(OC2CN(c3cccc(COC(=O)NC(=N)N)c3F)C2)cn1.O=C(O)[C@H](O)[C@@H](O)C(=O)O

Standard InChI:  InChI=1S/C18H20FN5O3.C4H6O6/c1-11-5-6-13(7-22-11)27-14-8-24(9-14)15-4-2-3-12(16(15)19)10-26-18(25)23-17(20)21;5-1(3(7)8)2(6)4(9)10/h2-7,14H,8-10H2,1H3,(H4,20,21,23,25);1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1

Standard InChI Key:  WIZSMFMDNISOSY-LREBCSMRSA-N

Molfile:  

     RDKit          2D

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M  END

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: 373.39

Molecular Weight (Monoisotopic): 373.1550

AlogP: 1.92

#Rotatable Bonds: 5

Polar Surface Area: 113.56

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.46

CX Basic pKa: 7.90

CX LogP: 1.74

CX LogD: 1.12

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -0.98

References

1. Yamaki S, Yamada H, Nagashima A, Kondo M, Shimada Y, Kadono K, Yoshihara K..  (2017)  Synthesis and structure activity relationships of carbamimidoylcarbamate derivatives as novel vascular adhesion protein-1 inhibitors.,  25  (21): [PMID:28988626] [10.1016/j.bmc.2017.09.036]

Source

Source(1):

• Scientific Literature