(S)-2-(3,4-dichlorophenyl)-N-methyl-N-(2-(pyrrolidin-1-yl)-1-(3-(7,11,14-trioxo-9-oxa-2,6,12,15-tetraazaheptadecanamido)phenyl)ethyl)acetamide

ID: ALA1651517

Chembl Id: CHEMBL1651517

PubChem CID: 53320326

Max Phase: Preclinical

Molecular Formula: C33H45Cl2N7O6

Molecular Weight: 706.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCNC(=O)COCC(=O)NCC(=O)NCC(=O)Nc1cccc([C@@H](CN2CCCC2)N(C)C(=O)Cc2ccc(Cl)c(Cl)c2)c1

Standard InChI:  InChI=1S/C33H45Cl2N7O6/c1-36-11-6-12-37-31(45)21-48-22-32(46)39-18-29(43)38-19-30(44)40-25-8-5-7-24(17-25)28(20-42-13-3-4-14-42)41(2)33(47)16-23-9-10-26(34)27(35)15-23/h5,7-10,15,17,28,36H,3-4,6,11-14,16,18-22H2,1-2H3,(H,37,45)(H,38,43)(H,39,46)(H,40,44)/t28-/m1/s1

Standard InChI Key:  CMTAFJFUXXXHCL-MUUNZHRXSA-N

Alternative Forms

1. Parent:

   

   ALA1651517

   2-(3,4-dichlorophenyl)-N-methyl-N-[(1S)-1-[3-[[2-[[2-[[2-[2-[3-(methylamino)propylamino]-2-oxoethoxy]acetyl]amino]acetyl]amino]acetyl]amino]phenyl]-2-pyrrolidin-1-ylethyl]acetamide

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: 706.67

Molecular Weight (Monoisotopic): 705.2808

AlogP: 1.74

#Rotatable Bonds: 19

Polar Surface Area: 161.21

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.94

CX Basic pKa: 10.26

CX LogP: -0.01

CX LogD: -3.71

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.14

Np Likeness Score: -1.27

References

1. Tang Y, Yang J, Lunzer MM, Powers MD, Portoghese PS..  (2011)  A κ Opioid Pharmacophore Becomes a Spinally Selective κ-δ Agonist When Modified with a Basic Extender Arm.,  2  (1): [PMID:24936231] [10.1021/ml1001294]

Source

Source(1):

• Scientific Literature