3-[4-(Tetrahydro-2H-pyran-4-yl)piperazin-1-yl]benzyl-N-carbamimidoylcarbamate (2R,3R)-tartrate

ID: ALA4059565

PubChem CID: 146029984

Max Phase: Preclinical

Molecular Formula: C22H33N5O9

Molecular Weight: 361.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NC(=O)OCc1cccc(N2CCN(C3CCOCC3)CC2)c1.O=C(O)[C@H](O)[C@@H](O)C(=O)O

Standard InChI:  InChI=1S/C18H27N5O3.C4H6O6/c19-17(20)21-18(24)26-13-14-2-1-3-16(12-14)23-8-6-22(7-9-23)15-4-10-25-11-5-15;5-1(3(7)8)2(6)4(9)10/h1-3,12,15H,4-11,13H2,(H4,19,20,21,24);1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1

Standard InChI Key:  VTOGAJYLOQWSEY-LREBCSMRSA-N

Molfile:  

     RDKit          2D

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  1  4  1  0
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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: 361.45

Molecular Weight (Monoisotopic): 361.2114

AlogP: 1.11

#Rotatable Bonds: 4

Polar Surface Area: 103.91

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.32

CX Basic pKa: 8.76

CX LogP: 0.78

CX LogD: -1.03

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.04

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