3-[3-(1-Benzyl-piperidin-4-yl)-ureido]-benzamidine

ID: ALA327254

Chembl Id: CHEMBL327254

PubChem CID: 44324727

Max Phase: Preclinical

Molecular Formula: C20H25N5O

Molecular Weight: 351.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1cccc(NC(=O)NC2CCN(Cc3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C20H25N5O/c21-19(22)16-7-4-8-18(13-16)24-20(26)23-17-9-11-25(12-10-17)14-15-5-2-1-3-6-15/h1-8,13,17H,9-12,14H2,(H3,21,22)(H2,23,24,26)

Standard InChI Key:  QPPHMYQNDNAZMQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA327254

   3-[3-(1-Benzyl-piperidin-4-yl)-ureido]-benzamidine

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: 351.45

Molecular Weight (Monoisotopic): 351.2059

AlogP: 2.76

#Rotatable Bonds: 5

Polar Surface Area: 94.24

Molecular Species: BASE

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.31

CX Basic pKa: 11.19

CX LogP: 1.77

CX LogD: -1.77

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.55

References

1. Galemmo RA, Maduskuie TP, Dominguez C, Rossi KA, Knabb RM, Wexler RR, Stouten PF..  (1998)  The de novo design and synthesis of cyclic urea inhibitors of factor Xa: initial SAR studies.,  8  (19): [PMID:9873607] [10.1016/s0960-894x(98)00471-5]

2. Venukadasula PK, Owusu BY, Bansal N, Ross LJ, Hobrath JV, Bao D, Truss JW, Stackhouse M, Messick TE, Klampfer L, Galemmo RA..  (2016)  Design and Synthesis of Nonpeptide Inhibitors of Hepatocyte Growth Factor Activation.,  7  (2): [PMID:26985294] [10.1021/acsmedchemlett.5b00357]

Source

Source(1):

• Scientific Literature