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

ID: ALA327523

Chembl Id: CHEMBL327523

PubChem CID: 44327868

Max Phase: Preclinical

Molecular Formula: C48H71N7O10

Molecular Weight: 906.13

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC12CC3CC(CC(C3)C1)C2)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/C48H71N7O10/c1-8-26(5)40(45(62)53-37(47(64)65)18-32-24-49-34-13-11-10-12-33(32)34)55-46(63)41(27(6)9-2)54-43(60)36(19-39(57)58)52-42(59)35(14-25(3)4)51-44(61)38(50-28(7)56)23-48-20-29-15-30(21-48)17-31(16-29)22-48/h10-13,24-27,29-31,35-38,40-41,49H,8-9,14-23H2,1-7H3,(H,50,56)(H,51,61)(H,52,59)(H,53,62)(H,54,60)(H,55,63)(H,57,58)(H,64,65)/t26-,27-,29?,30?,31?,35-,36-,37-,38-,40-,41-,48?/m0/s1

Standard InChI Key:  QDBKZZOPRSHZDZ-AESGEIOASA-N

Associated Targets(Human)

EDNRA Tclin Endothelin receptor ET-A (5008 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ednrb Endothelin receptor ET-B (454 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 906.13Molecular Weight (Monoisotopic): 905.5262AlogP: 3.94#Rotatable Bonds: 24
Polar Surface Area: 264.99Molecular Species: ACIDHBA: 8HBD: 9
#RO5 Violations: 2HBA (Lipinski): 17HBD (Lipinski): 9#RO5 Violations (Lipinski): 3
CX Acidic pKa: 3.78CX Basic pKa: CX LogP: 3.95CX LogD: -2.24
Aromatic Rings: 2Heavy Atoms: 65QED Weighted: 0.07Np Likeness Score: 0.14

References

1. Cody WL, He JX, DePue PL, Waite LA, Leonard DM, Sefler AM, Kaltenbronn JS, Haleen SJ, Walker DM, Flynn MA..  (1995)  Structure-activity relationships of the potent combined endothelin-A/endothelin-B receptor antagonist Ac-DDip16-Leu-Asp-Ile-Ile-Trp21: development of endothelin-B receptor selective antagonists.,  38  (15): [PMID:7636842] [10.1021/jm00015a003]

Source