NP-MRD: Showing NP-Card for 10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one (NP0313660)

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Record Information

Version

2.0

Created at

2022-09-11 11:21:26 UTC

Updated at

2022-09-11 11:21:26 UTC

NP-MRD ID

NP0313660

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one

Description

10-Amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-1(12),3,5,7,9-pentaen-11-one belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton. 10-Amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]Dodeca-1(12),3,5,7,9-pentaen-11-one is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 28 30  0  0  0  0  0  0  0  0999 V2000
    4.2711   -0.4752   -0.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1732    0.6331   -1.2186 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4913    0.4080   -0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5614   -0.4907   -1.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5735   -1.4609   -2.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6036   -2.1697   -2.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7394   -1.9590   -1.6470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -1.0268   -0.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6079   -0.3309   -0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4198    0.6624    0.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521    1.0988    0.3085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094    2.1395    1.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964    0.9537    1.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4906    1.8455    2.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.2216    1.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0040    0.4857    1.8791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9506   -0.7310    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4098   -1.6453   -0.1174 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2257    0.0206   -0.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7387   -0.6734    0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883   -1.4560   -0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4781   -1.5924   -2.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873   -2.9217   -3.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    2.1964    0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2515    1.9934    2.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9865    3.1325    0.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1287   -0.0240    2.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7510    1.1658    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 11  3  1  0
  9  4  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
 12 24  1  0
 12 25  1  0
 12 26  1  0
 16 27  1  0
 16 28  1  0
M  END


  Mrv1533004241517472D          

 18 20  0  0  0  0            999 V2000
   -1.6787   -1.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582   -1.8600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3733   -1.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    1.2330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0470    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466    0.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3002    1.0836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4603   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1278   -0.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7066   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392    0.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4517   -1.1926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366   -1.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9945    2.0499    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
  8 15  1  0  0  0  0
 14 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
  9 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313660

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC1=C2C=CN=C3C2=C(N1C)C(=O)C(N)=C3Cl

> <INCHI_IDENTIFIER>
InChI=1S/C12H10ClN3OS/c1-16-10-6-5(12(16)18-2)3-4-15-9(6)7(13)8(14)11(10)17/h3-4H,14H2,1-2H3

> <INCHI_KEY>
LZIUSIOMRWTXQX-UHFFFAOYSA-N

> <FORMULA>
C12H10ClN3OS

> <MOLECULAR_WEIGHT>
279.74

> <EXACT_MASS>
279.0233108

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
27.73764191580048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
1.014028104

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
1.0994378568598826

> <JCHEM_POLAR_SURFACE_AREA>
60.91

> <JCHEM_REFRACTIVITY>
74.6266

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -3.134  -3.311   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -1.602  -3.472   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -0.697  -2.226   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.173  -0.762   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.580  -0.135   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.741   1.396   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.495   2.302   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.088   1.675   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.641   2.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.887   1.396   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.294   2.023   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       2.726  -0.135   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.972  -1.040   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.319  -0.762   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.073   0.144   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.843  -2.226   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.748  -3.472   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       1.856   3.826   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14    4    8                                                  
CONECT   16   14    3   17                                                  
CONECT   17   16                                                            
CONECT   18    9                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Value	Source
10-Amino-9-chloro-2-methyl-3-(methylsulphanyl)-2,7-diazatricyclo[6.3.1.0,]dodeca-1(12),3,5,7,9-pentaen-11-one	Generator

Chemical Formula

C₁₂H₁₀ClN₃OS

Average Mass

279.7400 Da

Monoisotopic Mass

279.02331 Da

IUPAC Name

10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one

Traditional Name

10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one

CAS Registry Number

Not Available

SMILES

CSC1=C2C=CN=C3C2=C(N1C)C(=O)C(N)=C3Cl

InChI Identifier

InChI=1S/C12H10ClN3OS/c1-16-10-6-5(12(16)18-2)3-4-15-9(6)7(13)8(14)11(10)17/h3-4H,14H2,1-2H3

InChI Key

LZIUSIOMRWTXQX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolo[4,3,2-de]quinolines. These are organic heterocyclic compounds with a structure based on the Pyrrolo[4,3,2-de]quinoline skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrrolo[4,3,2-de]quinolines

Alternative Parents

Substituents

Pyrrolo[4,3,2-de]quinoline
Indole or derivatives
Aryl thioether
Aryl ketone
Alkylarylthioether
N-methylpyrrole
Pyridine
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Vinylogous halide
Ketone
Enamine
Azacycle
Chloroalkene
Haloalkene
Thioether
Vinyl chloride
Vinyl halide
Sulfenyl compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic oxide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.73	ALOGPS
logP	1.01	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.91 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	74.63 m³·mol⁻¹	ChemAxon
Polarizability	27.74 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9925674

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one (NP0313660)

MOL for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

3D MOL for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

3D SDF for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

3D-SDF for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

PDB for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

3D PDB for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

SMILES for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

INCHI for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

Structure for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)

3D Structure for NP0313660 (10-amino-9-chloro-2-methyl-3-(methylsulfanyl)-2,7-diazatricyclo[6.3.1.0⁴,¹²]dodeca-1(12),3,5,7,9-pentaen-11-one)