3-Amidino-3-azatetracyclo[5.2.1.1(5,8).0(1,5)]undecane Hydrochloride

ID: ALA3088166

PubChem CID: 72736007

Max Phase: Preclinical

Molecular Formula: C11H18ClN3

Molecular Weight: 191.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.N=C(N)N1CC23CC4CC2(CC4C3)C1

Standard InChI:  InChI=1S/C11H17N3.ClH/c12-9(13)14-5-10-1-7-2-11(10,6-14)4-8(7)3-10;/h7-8H,1-6H2,(H3,12,13);1H

Standard InChI Key:  BXBYKUCJMJYIJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
    9.6462  -28.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2745  -29.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5641  -28.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6440  -29.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8069  -28.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8342  -29.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8565  -27.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4039  -28.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1047  -29.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3592  -29.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3092  -28.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0742  -28.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6209  -28.4211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8561  -27.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6532  -27.0171    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 11 12  1  0
  6  5  1  0
  3  8  1  0
  3  9  1  0
  8  1  1  0
  6  2  1  0
 12  7  1  0
  3 11  1  0
  2 10  1  0
  1 10  1  0
  6  3  1  0
  5  1  1  0
  4 12  1  0
  6  4  1  0
  7 13  1  0
  7 14  2  0
M  END

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: 191.28

Molecular Weight (Monoisotopic): 191.1422

AlogP: 1.00

#Rotatable Bonds: ┄

Polar Surface Area: 53.11

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.80

CX LogP: 0.38

CX LogD: -2.04

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.44

Np Likeness Score: 0.67

References

1. Rey-Carrizo M, Torres E, Ma C, Barniol-Xicota M, Wang J, Wu Y, Naesens L, DeGrado WF, Lamb RA, Pinto LH, Vázquez S..  (2013)  3-Azatetracyclo[5.2.1.1(5,8).0(1,5)]undecane derivatives: from wild-type inhibitors of the M2 ion channel of influenza A virus to derivatives with potent activity against the V27A mutant.,  56  (22): [PMID:24237039] [10.1021/jm401340p]

Source

Source(1):

• Scientific Literature