N-Ac-Arg{N-omega-(N-methylcarbanoyl)}-OH

ID: ALA443088

PubChem CID: 44572672

Max Phase: Preclinical

Molecular Formula: C10H19N5O4

Molecular Weight: 273.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCC[C@H](NC(C)=O)C(=O)O

Standard InChI:  InChI=1S/C10H19N5O4/c1-6(16)14-7(8(17)18)4-3-5-13-9(11)15-10(19)12-2/h7H,3-5H2,1-2H3,(H,14,16)(H,17,18)(H4,11,12,13,15,19)/t7-/m0/s1

Standard InChI Key:  JMXTWRTVULDBBQ-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
   -2.7112  -17.0458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967  -17.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2823  -17.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967  -18.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112  -18.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2823  -18.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678  -17.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1467  -17.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8612  -17.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756  -17.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2901  -17.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5756  -16.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046  -17.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190  -17.4583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046  -16.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190  -18.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7112  -16.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4257  -15.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967  -15.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
  2  3  1  1
 10 11  1  0
  4  6  2  0
 10 12  2  0
  1  2  1  0
 11 13  1  0
  3  7  1  0
 13 14  1  0
  2  4  1  0
 13 15  2  0
  7  8  1  0
 14 16  1  0
  1 17  1  0
  8  9  1  0
 17 18  1  0
  4  5  1  0
 17 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA443088

   N-Ac-Arg{N-omega-(N-methylcarbanoyl)}-OH

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: 273.29

Molecular Weight (Monoisotopic): 273.1437

AlogP: -1.19

#Rotatable Bonds: 6

Polar Surface Area: 143.41

Molecular Species: ZWITTERION

HBA: 4

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.37

CX Basic pKa: 9.83

CX LogP: -3.49

CX LogD: -3.50

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.20

Np Likeness Score: -0.04

References

1. Sunazuka T, Sugawara A, Iguchi K, Hirose T, Nagai K, Noguchi Y, Saito Y, Yamamoto T, Ui H, Gouda H, Shiomi K, Watanabe T, Omura S..  (2009)  Argifin; efficient solid phase total synthesis and evaluation of analogues of acyclic peptide.,  17  (7): [PMID:19297173] [10.1016/j.bmc.2009.02.047]

Source

Source(1):

• Scientific Literature