(2S,5S,15S)-N-[(1S)-1-[(2S)-2-[[(1S)-5-amino-1-carbamoyl-pentyl]carbamoyl]pyrrolidine-1-carbonyl]-4-guanidino-butyl]-15-[[(2S)-2-[[2-[[2-[[(2S)-2-(benzylamino)-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-2,5-bis(3-guanidinopropyl)-3,6,13,16-tetraoxo-1,4,7,12-tetrazacyclohexadecane-8-carboxamide

ID: ALA3634930

PubChem CID: 122196454

Max Phase: Preclinical

Molecular Formula: C67H101N23O13

Molecular Weight: 1436.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H]1NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)CNC(=O)[C@H](Cc2ccc(O)cc2)NCc2ccccc2)CC(=O)NCCCC(C(=O)N[C@@H](CCCNC(=N)N)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCCN)C(N)=O)NC1=O

Standard InChI:  InChI=1S/C67H101N23O13/c68-28-8-7-18-44(56(69)95)84-63(102)52-23-13-33-90(52)64(103)48(22-12-32-79-67(74)75)88-60(99)47-19-9-29-76-53(92)36-51(62(101)87-46(21-11-31-78-66(72)73)59(98)85-45(58(97)86-47)20-10-30-77-65(70)71)89-61(100)50(35-40-14-3-1-4-15-40)83-55(94)39-81-54(93)38-82-57(96)49(34-41-24-26-43(91)27-25-41)80-37-42-16-5-2-6-17-42/h1-6,14-17,24-27,44-52,80,91H,7-13,18-23,28-39,68H2,(H2,69,95)(H,76,92)(H,81,93)(H,82,96)(H,83,94)(H,84,102)(H,85,98)(H,86,97)(H,87,101)(H,88,99)(H,89,100)(H4,70,71,77)(H4,72,73,78)(H4,74,75,79)/t44-,45-,46-,47?,48-,49-,50-,51-,52-/m0/s1

Standard InChI Key:  KDXQAKKNVBFUJK-PGANAHDCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3634930

   ---

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: 1436.69

Molecular Weight (Monoisotopic): 1435.7949

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Joshi AA, Murray TF, Aldrich JV..  (2015)  Structure-Activity Relationships of the Peptide Kappa Opioid Receptor Antagonist Zyklophin.,  58  (22): [PMID:26491810] [10.1021/jm501827k]

Source

Source(1):

• Scientific Literature