(R)-3-{[(R)-1-((R)-2-Acetylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-N-((1R,2S)-1-{(1R,2S)-1-[(R)-1-carboxy-2-(1H-indol-3-yl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-2-methyl-butyl)-succinamic acid

ID: ALA347948

PubChem CID: 44366010

Max Phase: Preclinical

Molecular Formula: C43H57N7O10

Molecular Weight: 831.97

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]1CCCN1C(=O)[C@@H](Cc1ccccc1)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/C43H57N7O10/c1-6-24(3)36(40(56)47-33(43(59)60)21-28-23-44-30-17-12-11-16-29(28)30)49-41(57)37(25(4)7-2)48-38(54)31(22-35(52)53)46-39(55)34-18-13-19-50(34)42(58)32(45-26(5)51)20-27-14-9-8-10-15-27/h8-12,14-17,23-25,31-34,36-37,44H,6-7,13,18-22H2,1-5H3,(H,45,51)(H,46,55)(H,47,56)(H,48,54)(H,49,57)(H,52,53)(H,59,60)/t24-,25-,31+,32+,33+,34+,36+,37+/m0/s1

Standard InChI Key:  DEJOFTGYMOOOMQ-XHOJCBQOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA347948

   (R)-3-{[(R)-1-((R)-2-Acetylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-N-((1R,2S)-1-{(1R,2S)-1-[(R)-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: 831.97

Molecular Weight (Monoisotopic): 831.4167

AlogP: 2.04

#Rotatable Bonds: 21

Polar Surface Area: 256.20

Molecular Species: ACID

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 2.26

CX LogD: -3.99

Aromatic Rings: 3

Heavy Atoms: 60

QED Weighted: 0.08

Np Likeness Score: -0.05

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