13-Benzyl-19-carbamoylmethyl-10-(4-ethoxy-benzyl)-16-isopropyl-8,11,14,17,20-pentaoxo-9,12,15,18,21-pentaaza-spiro[5.19]pentacosane-22-carboxylic acid carbamoylmethyl-(3-guanidino-propyl)-amide

ID: ALA2372272

PubChem CID: 14182914

Max Phase: Preclinical

Molecular Formula: C48H71N11O9

Molecular Weight: 946.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(C[C@H]2NC(=O)CC3(CCCCC3)CCCC(C(=O)N[C@@H](CCCN=C(N)N)C(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc3ccccc3)NC2=O)cc1

Standard InChI:  InChI=1S/C48H71N11O9/c1-4-68-32-19-17-31(18-20-32)26-35-43(64)57-36(25-30-13-7-5-8-14-30)45(66)59-40(29(2)3)46(67)58-37(27-38(49)60)44(65)56-34(42(63)55-33(41(50)62)16-12-24-53-47(51)52)15-11-23-48(28-39(61)54-35)21-9-6-10-22-48/h5,7-8,13-14,17-20,29,33-37,40H,4,6,9-12,15-16,21-28H2,1-3H3,(H2,49,60)(H2,50,62)(H,54,61)(H,55,63)(H,56,65)(H,57,64)(H,58,67)(H,59,66)(H4,51,52,53)/t33-,34?,35+,36-,37-,40-/m0/s1

Standard InChI Key:  BCXNYTJSYZCHKQ-PLTIDYDKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372272

   (10R,13S,16S,19S)-N-[(2S)-1-amino-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-19-(2-amino-2-oxoethyl)-13-benzyl-10-[(4-ethoxyphenyl)methyl]-8,11,14,17,20-pentaoxo-16-propan-2-yl-9,12,15,18,21-pentazaspiro[5.19]pentacosane-22-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: 946.16

Molecular Weight (Monoisotopic): 945.5436

AlogP: 0.37

#Rotatable Bonds: 16

Polar Surface Area: 334.41

Molecular Species: BASE

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.58

CX Basic pKa: 10.92

CX LogP: 0.06

CX LogD: -1.99

Aromatic Rings: 2

Heavy Atoms: 68

QED Weighted: 0.06

Np Likeness Score: 0.64

References

1. Moore ML, Albrightson C, Brickson B, Bryan HG, Caldwell N, Callahan JF, Foster J, Kinter LB, Newlander KA, Schmidt DB..  (1988)  Dicarbavasopressin antagonist analogues exhibit reduced in vivo agonist activity.,  31  (8): [PMID:3397986] [10.1021/jm00403a001]

Source

Source(1):

• Scientific Literature