13-(2-Amino-ethyl)-19-benzyl-22-(4-ethoxy-benzyl)-16-isopropyl-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaaza-spiro[5.19]pentacosane-10-carboxylic acid (5-amino-1-carbamoyl-pentyl)-amide

ID: ALA2371680

PubChem CID: 73348612

Max Phase: Preclinical

Molecular Formula: C46H69N9O8S2

Molecular Weight: 940.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C[C@@H]2NC(=O)CC3(CCCCC3)SSC[C@H](C(=O)N[C@@H](CCCCN)C(N)=O)NC(=O)[C@@H](CCN)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](Cc3ccccc3)NC2=O)cc1

Standard InChI:  InChI=1S/C46H69N9O8S2/c1-4-63-32-18-16-31(17-19-32)26-35-42(59)53-36(25-30-13-7-5-8-14-30)43(60)55-39(29(2)3)45(62)52-34(20-24-48)41(58)54-37(44(61)51-33(40(49)57)15-9-12-23-47)28-64-65-46(27-38(56)50-35)21-10-6-11-22-46/h5,7-8,13-14,16-19,29,33-37,39H,4,6,9-12,15,20-28,47-48H2,1-3H3,(H2,49,57)(H,50,56)(H,51,61)(H,52,62)(H,53,59)(H,54,58)(H,55,60)/t33-,34+,35-,36+,37+,39-/m0/s1

Standard InChI Key:  GSIADAXJIMEBNF-ABSFKKRFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2371680

   (10S,13R,16S,19R,22S)-13-(2-aminoethyl)-19-benzyl-N-[(2S)-1,6-diamino-1-oxohexan-2-yl]-22-[(4-ethoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-16-propan-2-yl-7,8-dithia-11,14,17,20,23-pentazaspiro[5.19]pentacosane-10-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 940.25

Molecular Weight (Monoisotopic): 939.4711

AlogP: 1.89

#Rotatable Bonds: 16

Polar Surface Area: 278.96

Molecular Species: BASE

HBA: 12

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.56

CX Basic pKa: 10.18

CX LogP: 1.08

CX LogD: -3.62

Aromatic Rings: 2

Heavy Atoms: 65

QED Weighted: 0.09

Np Likeness Score: 0.72

References

1. Ali FE, Bryan W, Chang HL, Huffman WF, Moore ML, Heckman G, Kinter LB, McDonald J, Schmidt D, Shue D..  (1986)  Potent vasopressin antagonists lacking the proline residue at position 7.,  29  (6): [PMID:2940368] [10.1021/jm00156a015]

Source

Source(1):

• Scientific Literature