1-(2,5-Dibenzyl-11-carbamoylmethyl-8-isopropyl-3,6,9,12,18-pentaoxo-1,4,7,10,13pentaaza-cyclooctadecane-14-carbonyl)-pyrrolidine-2-carboxylic acid [1-(carbamoylmethyl-carbamoyl)-4-guanidino-butyl]-amide

ID: ALA2371442

PubChem CID: 73345563

Max Phase: Preclinical

Molecular Formula: C46H65N13O10

Molecular Weight: 960.11

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC(=O)CCC[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC1=O

Standard InChI:  InChI=1S/C46H65N13O10/c1-26(2)38-44(68)57-33(24-35(47)60)41(65)55-30(45(69)59-21-11-18-34(59)43(67)54-29(17-10-20-51-46(49)50)39(63)52-25-36(48)61)16-9-19-37(62)53-31(22-27-12-5-3-6-13-27)40(64)56-32(42(66)58-38)23-28-14-7-4-8-15-28/h3-8,12-15,26,29-34,38H,9-11,16-25H2,1-2H3,(H2,47,60)(H2,48,61)(H,52,63)(H,53,62)(H,54,67)(H,55,65)(H,56,64)(H,57,68)(H,58,66)(H4,49,50,51)/t29-,30+,31-,32-,33-,34-,38-/m0/s1

Standard InChI Key:  USZGVGQIVCXWJD-BOMHRLEWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2371442

   N(1)Phe-Phe-Val-Asn-D-Aad(1)-Pro-Arg-Gly-NH2

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: 960.11

Molecular Weight (Monoisotopic): 959.4977

AlogP: -3.26

#Rotatable Bonds: 17

Polar Surface Area: 374.59

Molecular Species: BASE

HBA: 11

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.27

CX Basic pKa: 10.46

CX LogP: -4.16

CX LogD: -5.84

Aromatic Rings: 2

Heavy Atoms: 69

QED Weighted: 0.04

Np Likeness Score: 0.37

References

1. Bryan WM, Hempel JC, Huffman WF, Marshall GR, Moore ML, Silvestri J, Stassen FL, Stefankiewicz JS, Sulat L, Webb RL..  (1988)  Design, synthesis, and biological activity of a peptide mimic of vasopressin.,  31  (4): [PMID:2965243] [10.1021/jm00399a009]

Source

Source(1):

• Scientific Literature