(S)-3-{(S)-2-[(R)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-5-amino-pentanoylamino}-N-((1S,2R)-1-{(1S,2R)-1-[(S)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-succinamic acid

ID: ALA147510

PubChem CID: 44366059

Max Phase: Preclinical

Molecular Formula: C43H60N8O11

Molecular Weight: 865.00

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCN)NC(=O)[C@@H](Cc1ccc(O)cc1)NC(C)=O)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)[C@H](C)CC

Standard InChI:  InChI=1S/C43H60N8O11/c1-6-23(3)36(41(59)49-34(43(61)62)20-27-22-45-30-12-9-8-11-29(27)30)51-42(60)37(24(4)7-2)50-40(58)33(21-35(54)55)48-38(56)31(13-10-18-44)47-39(57)32(46-25(5)52)19-26-14-16-28(53)17-15-26/h8-9,11-12,14-17,22-24,31-34,36-37,45,53H,6-7,10,13,18-21,44H2,1-5H3,(H,46,52)(H,47,57)(H,48,56)(H,49,59)(H,50,58)(H,51,60)(H,54,55)(H,61,62)/t23-,24-,31+,32-,33+,34+,36+,37+/m1/s1

Standard InChI Key:  HDCVHSOSPSFMCT-RNPQISIMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA147510

   (S)-3-{(S)-2-[(R)-2-Acetylamino-3-(4-hydroxy-phenyl)-propionylamino]-5-amino-pentanoylamino}-N-((1S,2R)-1-{(1S,2R)-1-[(S)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-succinamic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 865.00

Molecular Weight (Monoisotopic): 864.4382

AlogP: 0.98

#Rotatable Bonds: 25

Polar Surface Area: 311.24

Molecular Species: ZWITTERION

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.65

CX Basic pKa: 9.85

CX LogP: -1.46

CX LogD: -4.28

Aromatic Rings: 3

Heavy Atoms: 62

QED Weighted: 0.06

Np Likeness Score: 0.24

References

1. Spellmeyer DC, Brown S, Stauber GB, Geysen H, Valerio R.  (1993)  Endothelin receptor ligands. replacement net approach to SAR determination of potent hexapeptides,  3  (4): [10.1016/S0960-894X(01)81219-1]

Source

Source(1):

• Scientific Literature