3-(2-{(S)-4-[3-(1H-Benzoimidazol-2-ylamino)-propyl]-2,5-dioxo-imidazolidin-1-yl}-acetylamino)-2-benzyloxycarbonylamino-propionic acid anion

ID: ALA1160228

PubChem CID: 44296868

Max Phase: Preclinical

Molecular Formula: C26H29N7O7

Molecular Weight: 551.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)N[C@@H](CCCNc2nc3ccccc3[nH]2)C1=O)NCC(NC(=O)OCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C26H29N7O7/c34-21(28-13-20(23(36)37)32-26(39)40-15-16-7-2-1-3-8-16)14-33-22(35)19(31-25(33)38)11-6-12-27-24-29-17-9-4-5-10-18(17)30-24/h1-5,7-10,19-20H,6,11-15H2,(H,28,34)(H,31,38)(H,32,39)(H,36,37)(H2,27,29,30)/t19-,20?/m0/s1

Standard InChI Key:  UPMBUMAUUSFEIL-XJDOXCRVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1160228

   3-[[2-[(4S)-4-[3-(1H-benzimidazol-2-ylamino)propyl]-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: 551.56

Molecular Weight (Monoisotopic): 551.2128

AlogP: 1.17

#Rotatable Bonds: 13

Polar Surface Area: 194.85

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.42

CX Basic pKa: 6.98

CX LogP: -0.89

CX LogD: -1.44

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.13

Np Likeness Score: -0.88

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