N-((trans)-4-Aminocyclohexyl)-3-((4-carbamimidoylbenzyl)oxy)-5-(4-carbamimidoylphenoxy)benzamide

ID: ALA3289042

PubChem CID: 66818559

Max Phase: Preclinical

Molecular Formula: C28H32N6O3

Molecular Weight: 500.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(COc2cc(Oc3ccc(C(=N)N)cc3)cc(C(=O)N[C@H]3CC[C@H](N)CC3)c2)cc1

Standard InChI:  InChI=1S/C28H32N6O3/c29-21-7-9-22(10-8-21)34-28(35)20-13-24(36-16-17-1-3-18(4-2-17)26(30)31)15-25(14-20)37-23-11-5-19(6-12-23)27(32)33/h1-6,11-15,21-22H,7-10,16,29H2,(H3,30,31)(H3,32,33)(H,34,35)/t21-,22-

Standard InChI Key:  XXFJGPHUDFZEFI-HZCBDIJESA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3289042

   N-(4-aminocyclohexyl)-3-(4-carbamimidoylphenoxy)-5-[(4-carbamimidoylphenyl)methoxy]benzamide

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: 500.60

Molecular Weight (Monoisotopic): 500.2536

AlogP: 3.63

#Rotatable Bonds: 9

Polar Surface Area: 173.32

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 11.88

CX LogP: 2.26

CX LogD: -5.12

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.19

Np Likeness Score: -0.54

References

1. Goswami R, Mukherjee S, Ghadiyaram C, Wohlfahrt G, Sistla RK, Nagaraj J, Satyam LK, Subbarao K, Palakurthy RK, Gopinath S, Krishnamurthy NR, Ikonen T, Moilanen A, Subramanya HS, Kallio P, Ramachandra M..  (2014)  Structure-guided discovery of 1,3,5 tri-substituted benzenes as potent and selective matriptase inhibitors exhibiting in vivo antitumor efficacy.,  22  (12): [PMID:24794746] [10.1016/j.bmc.2014.04.013]

Source

Source(1):

• Scientific Literature