22-phenethyl-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(25),16,18-heptaene-2,16-diol

ID: ALA607393

PubChem CID: 10458677

Max Phase: Preclinical

Molecular Formula: C30H28N2O3

Molecular Weight: 464.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c3c1O[C@H]1c4[nH]c5ccccc5c4C[C@@]4(O)[C@@H](C2)N(CCc2ccccc2)CC[C@]314

Standard InChI:  InChI=1S/C30H28N2O3/c33-23-11-10-19-16-24-30(34)17-21-20-8-4-5-9-22(20)31-26(21)28-29(30,25(19)27(23)35-28)13-15-32(24)14-12-18-6-2-1-3-7-18/h1-11,24,28,31,33-34H,12-17H2/t24-,28+,29+,30-/m1/s1

Standard InChI Key:  FZLPZVPOKOYQGI-QVDUQQMDSA-N

Molfile:  

     RDKit          2D

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    1.0750   -5.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1630   -2.9020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA607393

   (1S,2S,13R,21R)-22-(2-phenylethyl)-14-oxa-11,22-diazaheptacyclo[13.9.1.01,13.02,21.04,12.05,10.019,25]pentacosa-4(12),5,7,9,15,17,19(25)-heptaene-2,16-diol

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: 464.57

Molecular Weight (Monoisotopic): 464.2100

AlogP: 4.41

#Rotatable Bonds: 3

Polar Surface Area: 68.72

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: 8.89

CX LogP: 4.21

CX LogD: 2.96

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: 1.13

References

1. Portoghese PS, Larson DL, Sultana M, Takemori AE..  (1992)  Opioid agonist and antagonist activities of morphindoles related to naltrindole.,  35  (23): [PMID:1333013] [10.1021/jm00101a009]

Source

Source(1):

• Scientific Literature