N alpha-(2-naphthyl-sulfonyl-glycyl)-D,L-(p-amidinophenylalanyl-piperidine)

ID: ALA1077921

Cas Number: 86845-59-2

PubChem CID: 3070748

Max Phase: Preclinical

Molecular Formula: C27H31N5O4S

Molecular Weight: 521.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(C[C@H](NC(=O)CNS(=O)(=O)c2ccc3ccccc3c2)C(=O)N2CCCCC2)cc1

Standard InChI:  InChI=1S/C27H31N5O4S/c28-26(29)21-10-8-19(9-11-21)16-24(27(34)32-14-4-1-5-15-32)31-25(33)18-30-37(35,36)23-13-12-20-6-2-3-7-22(20)17-23/h2-3,6-13,17,24,30H,1,4-5,14-16,18H2,(H3,28,29)(H,31,33)/t24-/m0/s1

Standard InChI Key:  XXTWZTPVNIYSJZ-DEOSSOPVSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA1077921

   Acetamide, N-(p-amidino-alpha-(piperidinocarbonyl)phenethyl)-2-(2-naphthylsulfonamido)-, (S)-

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: 521.64

Molecular Weight (Monoisotopic): 521.2097

AlogP: 2.14

#Rotatable Bonds: 9

Polar Surface Area: 145.45

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.03

CX Basic pKa: 11.43

CX LogP: 1.41

CX LogD: -0.49

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -1.05

References

1. Thalassitis A, Hadjipavlou-Litina DJ, Litinas KE, Miltiadou P..  (2009)  Synthesis of modified homo-N-nucleosides from the reactions of mesityl nitrile oxide with 9-allylpurines and their influence on lipid peroxidation and thrombin inhibition.,  19  (22): [PMID:19811914] [10.1016/j.bmcl.2009.09.040]

Source

Source(1):

• Scientific Literature