NPASS drugs

Drug Information

Drug ID:	NPD3955
Drug Name:	Mequitazine
Molecular Formula:	C20H22N2S
Canonical SMILES:	c1ccc2c(c1)N(CC1CN3CCC1CC3)c1c(S2)cccc1
Standard InCHI:	InChI=1S/C20H22N2S/c1-3-7-19-17(5-1)22(18-6-2-4-8-20(18)23-19)14-16-13-21-11-9-15(16)10-12-21/h1-8,15-16H,9-14H2
Standard InCHIKey:	HOKDBMAJZXIPGC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD3955

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	667
0.1-0.2	6815
0.2-0.3	14201
0.3-0.4	6218
0.4-0.5	2456
0.5-0.6	505
0.6-0.7	23
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8492	NPC473417
Intermediate Similarity	0.7931	NPC328877
Intermediate Similarity	0.7607	NPC291610
Intermediate Similarity	0.7045	NPC475915
Intermediate Similarity	0.7037	NPC252794
Remote Similarity	0.6591	NPC218710
Remote Similarity	0.6556	NPC321617
Remote Similarity	0.651	NPC320863
Remote Similarity	0.6493	NPC313449
Remote Similarity	0.6466	NPC229477
Remote Similarity	0.6434	NPC302790
Remote Similarity	0.637	NPC192209
Remote Similarity	0.6357	NPC434
Remote Similarity	0.6357	NPC79618
Remote Similarity	0.6316	NPC187036
Remote Similarity	0.6316	NPC296163
Remote Similarity	0.6281	NPC470926
Remote Similarity	0.6222	NPC288232
Remote Similarity	0.6209	NPC469735
Remote Similarity	0.6204	NPC264580
Remote Similarity	0.6111	NPC328590
Remote Similarity	0.6051	NPC206592
Remote Similarity	0.604	NPC471123
Remote Similarity	0.6027	NPC476131
Remote Similarity	0.6025	NPC474880
Remote Similarity	0.6025	NPC221786
Remote Similarity	0.6017	NPC134825
Remote Similarity	0.6	NPC329430
Remote Similarity	0.5988	NPC229173
Remote Similarity	0.5987	NPC22082
Remote Similarity	0.5987	NPC186284
Remote Similarity	0.5986	NPC53044
Remote Similarity	0.5986	NPC69914
Remote Similarity	0.5974	NPC20144
Remote Similarity	0.5969	NPC239854
Remote Similarity	0.5962	NPC469740
Remote Similarity	0.596	NPC314102
Remote Similarity	0.596	NPC251722
Remote Similarity	0.5959	NPC9856
Remote Similarity	0.5957	NPC314192
Remote Similarity	0.5942	NPC313673
Remote Similarity	0.594	NPC164802
Remote Similarity	0.5935	NPC191444
Remote Similarity	0.5931	NPC476140
Remote Similarity	0.5931	NPC145754
Remote Similarity	0.5929	NPC226143
Remote Similarity	0.5924	NPC21605
Remote Similarity	0.5921	NPC130251
Remote Similarity	0.5906	NPC313352
Remote Similarity	0.5903	NPC476322
Remote Similarity	0.5882	NPC104070
Remote Similarity	0.5882	NPC88097
Remote Similarity	0.5879	NPC475420
Remote Similarity	0.5875	NPC161108
Remote Similarity	0.5874	NPC329825
Remote Similarity	0.5862	NPC273714
Remote Similarity	0.5854	NPC176858
Remote Similarity	0.5845	NPC257490
Remote Similarity	0.5844	NPC59084
Remote Similarity	0.5828	NPC475990
Remote Similarity	0.5823	NPC109787
Remote Similarity	0.5822	NPC476950
Remote Similarity	0.5822	NPC478079
Remote Similarity	0.5816	NPC54102
Remote Similarity	0.5816	NPC162689
Remote Similarity	0.5806	NPC63157
Remote Similarity	0.5806	NPC473868
Remote Similarity	0.5776	NPC478076
Remote Similarity	0.5774	NPC474897
Remote Similarity	0.5758	NPC469741
Remote Similarity	0.5752	NPC469560
Remote Similarity	0.575	NPC148592
Remote Similarity	0.575	NPC40070
Remote Similarity	0.5745	NPC81561
Remote Similarity	0.574	NPC201634
Remote Similarity	0.5714	NPC313362
Remote Similarity	0.5714	NPC474695
Remote Similarity	0.5714	NPC470233
Remote Similarity	0.5714	NPC469949
Remote Similarity	0.5714	NPC108800
Remote Similarity	0.5706	NPC473880
Remote Similarity	0.5704	NPC291962
Remote Similarity	0.5704	NPC91958
Remote Similarity	0.5704	NPC177684
Remote Similarity	0.5702	NPC169016
Remote Similarity	0.5697	NPC81229
Remote Similarity	0.5697	NPC255229
Remote Similarity	0.5696	NPC264589
Remote Similarity	0.5694	NPC268534
Remote Similarity	0.5691	NPC175916
Remote Similarity	0.569	NPC271642
Remote Similarity	0.5685	NPC122718
Remote Similarity	0.5682	NPC474430
Remote Similarity	0.5677	NPC301760
Remote Similarity	0.5677	NPC470301
Remote Similarity	0.5677	NPC32002
Remote Similarity	0.5677	NPC104483
Remote Similarity	0.5677	NPC316811
Remote Similarity	0.5677	NPC315348
Remote Similarity	0.5674	NPC148140
Remote Similarity	0.5671	NPC469897
Remote Similarity	0.5667	NPC282398
Remote Similarity	0.5664	NPC161956
Remote Similarity	0.5664	NPC258531
Remote Similarity	0.5664	NPC112373
Remote Similarity	0.5663	NPC194881
Remote Similarity	0.5661	NPC66699
Remote Similarity	0.5652	NPC66775
Remote Similarity	0.5652	NPC33421
Remote Similarity	0.5649	NPC326792
Remote Similarity	0.5646	NPC166424
Remote Similarity	0.5646	NPC245244
Remote Similarity	0.5646	NPC146373
Remote Similarity	0.5645	NPC297532
Remote Similarity	0.5644	NPC476219
Remote Similarity	0.5643	NPC143156
Remote Similarity	0.5641	NPC2949
Remote Similarity	0.564	NPC280852
Remote Similarity	0.5638	NPC287895
Remote Similarity	0.5634	NPC240136
Remote Similarity	0.5634	NPC471402
Remote Similarity	0.5634	NPC297486
Remote Similarity	0.563	NPC20322
Remote Similarity	0.5621	NPC63047
Remote Similarity	0.5621	NPC475248
Remote Similarity	0.5621	NPC198988
Remote Similarity	0.5616	NPC46358
Remote Similarity	0.561	NPC258046
Remote Similarity	0.5608	NPC135488
Remote Similarity	0.5605	NPC88121
Remote Similarity	0.5605	NPC469537
Remote Similarity	0.5603	NPC125416
Remote Similarity	0.5603	NPC98976
Remote Similarity	0.56	NPC315403

Drug Structure

NPD3955 OpenBabel08211704332D 23 27 0 0 1 0 0 0 0 0999 V2000 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1327 -0.1199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9035 0.3252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 17 2 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 21 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001078
DrugBank	DB01071
ChEMBL	CHEMBL73451
IUPHAR/BPS
PharmaGKB	PA164748010
KEGG Drug	D01324
PubChem CID	4066
ChEBI	31821
CAS Number	29216-28-2

Drug Properties

Molecular Weight	322.15
ALogP	-0.5248
MLogP	3.33
XLogP	4.763
HDA	2
HBD	0
Rotatable Bonds	2
TPSA	31.78
RO5 Violation	0