N-({[(1S,2S,13R)-22-(cyclopropylmethyl)-2,16-dihydroxy-14-oxa-11,22-diazaheptacyclo[13.9.1.0^{1,13}.0^{2,21}.0^{4,12}.0^{5,10}.0^{19,25}]pentacosa-4(12),5(10),6,8,15,17,19(25)-heptaen-9-yl]carbamoyl}methyl)-N'-[(methylcarbamoyl)methyl]butanediamide

ID: ALA610614

PubChem CID: 46877694

Max Phase: Preclinical

Molecular Formula: C35H40N6O7

Molecular Weight: 656.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)CNC(=O)CCC(=O)NCC(=O)Nc1cccc2c3c([nH]c12)[C@@H]1Oc2c(O)ccc4c2[C@@]12CCN(CC1CC1)[C@H](C4)[C@]2(O)C3

Standard InChI:  InChI=1S/C35H40N6O7/c1-36-27(45)15-37-25(43)9-10-26(44)38-16-28(46)39-22-4-2-3-20-21-14-35(47)24-13-19-7-8-23(42)32-29(19)34(35,11-12-41(24)17-18-5-6-18)33(48-32)31(21)40-30(20)22/h2-4,7-8,18,24,33,40,42,47H,5-6,9-17H2,1H3,(H,36,45)(H,37,43)(H,38,44)(H,39,46)/t24-,33+,34+,35-/m1/s1

Standard InChI Key:  HPQUMPNGKGEXKQ-CZCCDBLPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA610614

   N'-[2-[[(1S,2S,13R,21R)-22-(cyclopropylmethyl)-2,16-dihydroxy-14-oxa-11,22-diazaheptacyclo[13.9.1.01,13.02,21.04,12.05,10.019,25]pentacosa-4(12),5(10),6,8,15,17,19(25)-heptaen-9-yl]amino]-2-oxoethyl]-N-[2-(methylamino)-2-oxoethyl]butanediamide

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: 656.74

Molecular Weight (Monoisotopic): 656.2958

AlogP: 1.27

#Rotatable Bonds: 10

Polar Surface Area: 185.12

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.10

CX Basic pKa: 8.65

CX LogP: -0.67

CX LogD: -1.75

Aromatic Rings: 3

Heavy Atoms: 48

QED Weighted: 0.17

Np Likeness Score: 0.31

References

1. Daniels DJ, Kulkarni A, Xie Z, Bhushan RG, Portoghese PS..  (2005)  A bivalent ligand (KDAN-18) containing delta-antagonist and kappa-agonist pharmacophores bridges delta2 and kappa1 opioid receptor phenotypes.,  48  (6): [PMID:15771416] [10.1021/jm034234f]

Source

Source(1):

• Scientific Literature