(1S,2R,6S)-3-(cyclopropylmethyl)-13,17-dioxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7(12),8,10-triene-11,15-diol

ID: ALA1797688

Chembl Id: CHEMBL1797688

PubChem CID: 56683415

Max Phase: Preclinical

Molecular Formula: C21H25NO4

Molecular Weight: 355.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c3c1OC1C4(O)CC[C@@]5(OC4)[C@@H](C2)N(CC2CC2)CC[C@]315

Standard InChI:  InChI=1S/C21H25NO4/c23-14-4-3-13-9-15-21-6-5-19(24,11-25-21)18-20(21,16(13)17(14)26-18)7-8-22(15)10-12-1-2-12/h3-4,12,15,18,23-24H,1-2,5-11H2/t15-,18?,19?,20+,21-/m1/s1

Standard InChI Key:  NOOSMRUESWMKBO-JPRXFOQLSA-N

Alternative Forms

1. Parent:

   

   ALA1797688

   (1S,2S,6R)-5-(cyclopropylmethyl)-13,17-dioxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-triene-11,15-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: 355.43

Molecular Weight (Monoisotopic): 355.1784

AlogP: 1.73

#Rotatable Bonds: 2

Polar Surface Area: 62.16

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.23

CX Basic pKa: 9.28

CX LogP: 1.30

CX LogD: -0.32

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: 1.74

References

1. Yamamoto N, Fujii H, Nemoto T, Nakajima R, Momen S, Izumimoto N, Hasebe K, Mochizuki H, Nagase H..  (2011)  Synthesis of new opioid derivatives with a propellane skeleton and their pharmacology: part 1.,  21  (13): [PMID:21641798] [10.1016/j.bmcl.2011.04.147]

Source

Source(1):

• Scientific Literature