(S)-2-((S)-1-((6S,9S,12R,15S,18S)-18-((1H-imidazol-5-yl)methyl)-12-(4-aminobenzyl)-6-(3-guanidinopropyl)-9,15-diisopropyl-4,7,10,13,16-pentaoxo-2,5,8,11,14,17-hexaazanonadecane)pyrrolidine-2-carboxamido)-3-phenylpropanoic acid

ID: ALA3249030

Chembl Id: CHEMBL3249030

PubChem CID: 90673573

Max Phase: Preclinical

Molecular Formula: C48H70N14O9

Molecular Weight: 987.18

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CNCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](C(=O)N[C@H](Cc1ccc(N)cc1)C(=O)N[C@H](C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)O)C(C)C)C(C)C

Standard InChI:  InChI=1S/C48H70N14O9/c1-27(2)39(60-41(64)33(56-38(63)25-52-5)13-9-19-54-48(50)51)44(67)57-34(21-30-15-17-31(49)18-16-30)42(65)61-40(28(3)4)45(68)58-35(23-32-24-53-26-55-32)46(69)62-20-10-14-37(62)43(66)59-36(47(70)71)22-29-11-7-6-8-12-29/h6-8,11-12,15-18,24,26-28,33-37,39-40,52H,9-10,13-14,19-23,25,49H2,1-5H3,(H,53,55)(H,56,63)(H,57,67)(H,58,68)(H,59,66)(H,60,64)(H,61,65)(H,70,71)(H4,50,51,54)/t33-,34+,35-,36-,37-,39-,40-/m0/s1

Standard InChI Key:  JOBBLZSGFOBXLC-HYFOLETESA-N

Alternative Forms

1. Parent:

   

   ALA3249030

   H-Sar-Arg-Val-D-Phe(4-NH2)-Val-His-Pro-Phe-OH

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: 987.18

Molecular Weight (Monoisotopic): 986.5450

AlogP: -1.20

#Rotatable Bonds: 27

Polar Surface Area: 360.84

Molecular Species: ZWITTERION

HBA: 12

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.72

CX Basic pKa: 11.45

CX LogP: -3.29

CX LogD: -4.44

Aromatic Rings: 3

Heavy Atoms: 71

QED Weighted: 0.02

Np Likeness Score: -0.12

References

1. Hsieh K, Kiraly-Olah IC, Jorgensen EC, Lee TC..  (1979)  Angiotensin II analogues. 13. Role of the hydroxyl group of position 4 tyrosine in pressor activity.,  22  (9): [PMID:490549] [10.1021/jm00195a008]

Source

Source(1):

• Scientific Literature