N-(4-Carbamimidoyl-benzyl)-2-[6-(3,5-diamino-phenyl)-3-isopropylamino-2-oxo-2H-pyridin-1-yl]-acetamide

ID: ALA142205

Chembl Id: CHEMBL142205

PubChem CID: 10072299

Max Phase: Preclinical

Molecular Formula: C24H29N7O2

Molecular Weight: 447.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Nc1ccc(-c2cc(N)cc(N)c2)n(CC(=O)NCc2ccc(C(=N)N)cc2)c1=O

Standard InChI:  InChI=1S/C24H29N7O2/c1-14(2)30-20-7-8-21(17-9-18(25)11-19(26)10-17)31(24(20)33)13-22(32)29-12-15-3-5-16(6-4-15)23(27)28/h3-11,14,30H,12-13,25-26H2,1-2H3,(H3,27,28)(H,29,32)

Standard InChI Key:  RSRFHMTXQRECCQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA142205

   N-{4-[Amino(imino)methyl]benzyl}-2-[6-(3,5-diaminophenyl)-3-(isopropylamino)-2-oxopyridin-1(2H)-yl]acetamide

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: 447.54

Molecular Weight (Monoisotopic): 447.2383

AlogP: 2.10

#Rotatable Bonds: 8

Polar Surface Area: 165.04

Molecular Species: BASE

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 11.48

CX LogP: -0.26

CX LogD: -2.67

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: -0.88

References

1. Parlow JJ, Kurumbail RG, Stegeman RA, Stevens AM, Stallings WC, South MS..  (2003)  Design, synthesis, and crystal structure of selective 2-pyridone tissue factor VIIa inhibitors.,  46  (22): [PMID:14561089] [10.1021/jm0301686]

2. Gillis EP, Eastman KJ, Hill MD, Donnelly DJ, Meanwell NA..  (2015)  Applications of Fluorine in Medicinal Chemistry.,  58  (21): [PMID:26200936] [10.1021/acs.jmedchem.5b00258]

3. Xie Z, Tian Y, Lv X, Xiao X, Zhan M, Cheng K, Li S, Liao C..  (2018)  The selectivity and bioavailability improvement of novel oral anticoagulants: An overview.,  146  [PMID:29407959] [10.1016/j.ejmech.2018.01.067]

Source

Source(1):

• Scientific Literature