N-(6-methoxy-1-(methylthio)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)cyanamide

ID: ALA4574809

PubChem CID: 25252030

Max Phase: Preclinical

Molecular Formula: C14H16N4OS

Molecular Weight: 288.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c3c(c2c1)CCNC3(NC#N)SC

Standard InChI:  InChI=1S/C14H16N4OS/c1-19-9-3-4-12-11(7-9)10-5-6-16-14(20-2,17-8-15)13(10)18-12/h3-4,7,16-18H,5-6H2,1-2H3

Standard InChI Key:  AALIVZUOTBJNAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.1301  -19.4269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197  -20.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7112  -20.0054    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225  -19.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4213  -20.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1294  -20.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1276  -19.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8362  -19.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8410  -20.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6176  -19.4780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152  -20.9689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146  -21.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054  -20.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6241  -20.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9596  -21.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774  -21.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587  -20.9727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2903  -20.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511  -18.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9663  -18.2671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 14  1  0
 13 10  1  0
 10  8  1  0
 11 12  1  0
  5 11  1  0
 13 14  2  0
 13  2  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  3 18  1  0
  1 19  1  0
 19 20  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4574809

   {[6-Methoxy-1-(methylsulfanyl)-1H,2H,3H,4H,9H-pyrido[3,4-B]indol-1-YL]amino}formonitrile

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 288.38

Molecular Weight (Monoisotopic): 288.1045

AlogP: 1.87

#Rotatable Bonds: 3

Polar Surface Area: 72.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.30

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.46

Np Likeness Score: 0.09

References

1. Rice AJ, Lei H, Santarsiero BD, Lee H, Johnson ME..  (2016)  Ca-asp bound X-ray structure and inhibition of Bacillus anthracis dihydroorotase (DHOase).,  24  (19): [PMID:27499369] [10.1016/j.bmc.2016.07.055]

Source

Source(1):

• Scientific Literature