2-Benzyloxycarbonylamino-3-{2-[(S)-4-(4-guanidino-butyl)-2,5-dioxo-imidazolidin-1-yl]-acetylamino}-propionic acid anion

ID: ALA1160223

PubChem CID: 44296744

Max Phase: Preclinical

Molecular Formula: C21H29N7O7

Molecular Weight: 491.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCCC[C@@H]1NC(=O)N(CC(=O)NCC(NC(=O)OCc2ccccc2)C(=O)O)C1=O

Standard InChI:  InChI=1S/C21H29N7O7/c22-19(23)24-9-5-4-8-14-17(30)28(20(33)26-14)11-16(29)25-10-15(18(31)32)27-21(34)35-12-13-6-2-1-3-7-13/h1-3,6-7,14-15H,4-5,8-12H2,(H,25,29)(H,26,33)(H,27,34)(H,31,32)(H4,22,23,24)/t14-,15?/m0/s1

Standard InChI Key:  SHHPVQXJBBYCBN-MLCCFXAWSA-N

Molfile:  

     RDKit          2D

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   -1.0958   -0.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7667   -4.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7500   -5.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5542   -5.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
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  7  9  1  0
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 24 11  1  0
 25 21  1  0
 26 25  1  0
  5 27  1  1
 28 32  1  0
 29 26  2  0
 30 26  1  0
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 32 31  1  0
 33 30  2  0
 34 29  1  0
 35 33  1  0
  5  4  1  0
 34 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1160223

   3-[[2-[(4S)-4-[4-(diaminomethylideneamino)butyl]-2,5-dioxoimidazolidin-1-yl]acetyl]amino]-2-(phenylmethoxycarbonylamino)propanoic acid

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: 491.51

Molecular Weight (Monoisotopic): 491.2128

AlogP: -0.94

#Rotatable Bonds: 13

Polar Surface Area: 216.04

Molecular Species: ZWITTERION

HBA: 7

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.42

CX Basic pKa: 12.17

CX LogP: -2.82

CX LogD: -2.82

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.08

Np Likeness Score: -0.46

References

1. Peyman A, Wehner V, Knolle J, Stilz HU, Breipohl G, Scheunemann KH, Carniato D, Ruxer JM, Gourvest JF, Gadek TR, Bodary S..  (2000)  RGD mimetics containing a central hydantoin scaffold: alpkha(v)beta3 vs alpha(IIb)beta3 selectivity requirements.,  10  (2): [PMID:10673106] [10.1016/s0960-894x(99)00661-7]

Source

Source(1):

• Scientific Literature