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)carbamoyl]methyl}-N'-({[(methylcarbamoyl)methyl]carbamoyl}methyl)butanediamide

ID: ALA610615

PubChem CID: 46877695

Max Phase: Preclinical

Molecular Formula: C39H46N8O9

Molecular Weight: 770.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)CNC(=O)CNC(=O)CCC(=O)NCC(=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/C39H46N8O9/c1-40-29(51)15-43-30(52)16-41-27(49)9-10-28(50)42-17-31(53)44-18-32(54)45-24-4-2-3-22-23-14-39(55)26-13-21-7-8-25(48)36-33(21)38(39,11-12-47(26)19-20-5-6-20)37(56-36)35(23)46-34(22)24/h2-4,7-8,20,26,37,46,48,55H,5-6,9-19H2,1H3,(H,40,51)(H,41,49)(H,42,50)(H,43,52)(H,44,53)(H,45,54)/t26-,37+,38+,39-/m1/s1

Standard InChI Key:  VLCDWNWGQYMGTF-GMJIUYDRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA610615

   N'-[2-[[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]amino]-2-oxoethyl]-N-[2-[[2-(methylamino)-2-oxoethyl

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: 770.84

Molecular Weight (Monoisotopic): 770.3388

AlogP: -0.50

#Rotatable Bonds: 14

Polar Surface Area: 243.32

Molecular Species: BASE

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.10

CX Basic pKa: 8.65

CX LogP: -2.88

CX LogD: -3.97

Aromatic Rings: 3

Heavy Atoms: 56

QED Weighted: 0.10

Np Likeness Score: 0.22

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