NPASS drugs

Drug Information

Drug ID:	NPD4008
Drug Name:	Methixene
Molecular Formula:	C20H23NS
Canonical SMILES:	CN1CCCC(C1)CC1c2ccccc2Sc2c1cccc2
Standard InCHI:	InChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3
Standard InCHIKey:	MJFJKKXQDNNUJF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4008

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	343
0.1-0.2	2032
0.2-0.3	9578
0.3-0.4	14115
0.4-0.5	4224
0.5-0.6	524
0.6-0.7	69
0.7-0.8	5
0.8-0.85	0
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	0.7525	NPC470926
Intermediate Similarity	0.7071	NPC104070
Intermediate Similarity	0.7064	NPC239854
Intermediate Similarity	0.7041	NPC231986
Intermediate Similarity	0.703	NPC148231
Remote Similarity	0.6981	NPC329430
Remote Similarity	0.6832	NPC133162
Remote Similarity	0.6818	NPC474582
Remote Similarity	0.6772	NPC473417
Remote Similarity	0.6733	NPC474088
Remote Similarity	0.6701	NPC271642
Remote Similarity	0.6667	NPC169016
Remote Similarity	0.6636	NPC473661
Remote Similarity	0.6635	NPC60408
Remote Similarity	0.6598	NPC98976
Remote Similarity	0.6596	NPC5324
Remote Similarity	0.6579	NPC167336
Remote Similarity	0.6579	NPC474695
Remote Similarity	0.6562	NPC244738
Remote Similarity	0.6538	NPC258046
Remote Similarity	0.6531	NPC139658
Remote Similarity	0.6476	NPC305602
Remote Similarity	0.6476	NPC17497
Remote Similarity	0.646	NPC291610
Remote Similarity	0.6435	NPC473418
Remote Similarity	0.6413	NPC22627
Remote Similarity	0.6392	NPC212463
Remote Similarity	0.6356	NPC65855
Remote Similarity	0.6356	NPC292758
Remote Similarity	0.6304	NPC22786
Remote Similarity	0.6275	NPC475289
Remote Similarity	0.6275	NPC475573
Remote Similarity	0.6273	NPC322040
Remote Similarity	0.6263	NPC276699
Remote Similarity	0.625	NPC119677
Remote Similarity	0.6238	NPC12857
Remote Similarity	0.6237	NPC113670
Remote Similarity	0.6226	NPC203076
Remote Similarity	0.6224	NPC54269
Remote Similarity	0.6211	NPC267443
Remote Similarity	0.6211	NPC52330
Remote Similarity	0.6196	NPC246588
Remote Similarity	0.6196	NPC135924
Remote Similarity	0.6196	NPC210849
Remote Similarity	0.6186	NPC229235
Remote Similarity	0.6176	NPC159661
Remote Similarity	0.617	NPC198023
Remote Similarity	0.617	NPC32312
Remote Similarity	0.617	NPC155172
Remote Similarity	0.6162	NPC299134
Remote Similarity	0.6162	NPC122327
Remote Similarity	0.6162	NPC112609
Remote Similarity	0.6162	NPC113000
Remote Similarity	0.6142	NPC475915
Remote Similarity	0.6142	NPC314192
Remote Similarity	0.6139	NPC3190
Remote Similarity	0.6139	NPC290638
Remote Similarity	0.6139	NPC249018
Remote Similarity	0.6117	NPC315216
Remote Similarity	0.6105	NPC36440
Remote Similarity	0.6098	NPC246904
Remote Similarity	0.6082	NPC139416
Remote Similarity	0.6082	NPC213570
Remote Similarity	0.6082	NPC246822
Remote Similarity	0.6064	NPC88566
Remote Similarity	0.6064	NPC45756
Remote Similarity	0.6053	NPC120203
Remote Similarity	0.6048	NPC473573
Remote Similarity	0.604	NPC302129
Remote Similarity	0.6032	NPC264580
Remote Similarity	0.602	NPC72670
Remote Similarity	0.6019	NPC53492
Remote Similarity	0.6	NPC291066
Remote Similarity	0.6	NPC14326
Remote Similarity	0.5982	NPC71140
Remote Similarity	0.598	NPC325662
Remote Similarity	0.598	NPC98269
Remote Similarity	0.5978	NPC36357
Remote Similarity	0.5978	NPC114327
Remote Similarity	0.5966	NPC45033
Remote Similarity	0.596	NPC1008
Remote Similarity	0.596	NPC135433
Remote Similarity	0.596	NPC39799
Remote Similarity	0.596	NPC158028
Remote Similarity	0.596	NPC226999
Remote Similarity	0.596	NPC280135
Remote Similarity	0.596	NPC193578
Remote Similarity	0.596	NPC87099
Remote Similarity	0.5957	NPC71009
Remote Similarity	0.5957	NPC29680
Remote Similarity	0.595	NPC158854
Remote Similarity	0.5941	NPC307195
Remote Similarity	0.5938	NPC302169
Remote Similarity	0.5938	NPC178527
Remote Similarity	0.5932	NPC328877
Remote Similarity	0.5932	NPC469974
Remote Similarity	0.5922	NPC66270
Remote Similarity	0.5922	NPC245896
Remote Similarity	0.5918	NPC473206
Remote Similarity	0.5909	NPC252794
Remote Similarity	0.5877	NPC317400
Remote Similarity	0.5874	NPC313850
Remote Similarity	0.5872	NPC473031
Remote Similarity	0.587	NPC65873
Remote Similarity	0.587	NPC120441
Remote Similarity	0.587	NPC300345
Remote Similarity	0.587	NPC212114
Remote Similarity	0.5862	NPC321617
Remote Similarity	0.5859	NPC219246
Remote Similarity	0.5859	NPC263385
Remote Similarity	0.5859	NPC251490
Remote Similarity	0.5856	NPC172128
Remote Similarity	0.5851	NPC310758
Remote Similarity	0.5851	NPC150196
Remote Similarity	0.5851	NPC238023
Remote Similarity	0.5851	NPC248705
Remote Similarity	0.5851	NPC54368
Remote Similarity	0.5842	NPC258492
Remote Similarity	0.5842	NPC96835
Remote Similarity	0.5826	NPC472258
Remote Similarity	0.5826	NPC311242
Remote Similarity	0.5818	NPC12429
Remote Similarity	0.5812	NPC316797
Remote Similarity	0.581	NPC50063
Remote Similarity	0.5789	NPC108339
Remote Similarity	0.5789	NPC256452
Remote Similarity	0.5789	NPC200745
Remote Similarity	0.5769	NPC255345
Remote Similarity	0.5766	NPC470877
Remote Similarity	0.5761	NPC269586
Remote Similarity	0.5761	NPC198841
Remote Similarity	0.5758	NPC307020
Remote Similarity	0.5758	NPC297358
Remote Similarity	0.5758	NPC200936
Remote Similarity	0.5745	NPC147062
Remote Similarity	0.5743	NPC1901
Remote Similarity	0.5739	NPC471319
Remote Similarity	0.5739	NPC471320
Remote Similarity	0.5735	NPC126859
Remote Similarity	0.5735	NPC89769
Remote Similarity	0.5735	NPC259665
Remote Similarity	0.5729	NPC50266
Remote Similarity	0.5728	NPC110264
Remote Similarity	0.5714	NPC159178
Remote Similarity	0.5714	NPC74936
Remote Similarity	0.5714	NPC471307
Remote Similarity	0.5714	NPC209764
Remote Similarity	0.5714	NPC78041
Remote Similarity	0.5714	NPC121872
Remote Similarity	0.5714	NPC6107
Remote Similarity	0.5714	NPC141139
Remote Similarity	0.5703	NPC313449
Remote Similarity	0.5703	NPC192209
Remote Similarity	0.5702	NPC300455
Remote Similarity	0.5702	NPC469330
Remote Similarity	0.5702	NPC474974
Remote Similarity	0.5688	NPC3210
Remote Similarity	0.5684	NPC45255
Remote Similarity	0.5678	NPC469457
Remote Similarity	0.5673	NPC9796
Remote Similarity	0.5659	NPC320656
Remote Similarity	0.5657	NPC22760
Remote Similarity	0.5652	NPC277704
Remote Similarity	0.5652	NPC303045
Remote Similarity	0.5652	NPC161972
Remote Similarity	0.5652	NPC313663
Remote Similarity	0.5652	NPC149436
Remote Similarity	0.5641	NPC322598
Remote Similarity	0.5639	NPC285394
Remote Similarity	0.5638	NPC8235
Remote Similarity	0.5638	NPC64270
Remote Similarity	0.5635	NPC187036
Remote Similarity	0.563	NPC478079
Remote Similarity	0.5625	NPC66517
Remote Similarity	0.5625	NPC176858
Remote Similarity	0.5625	NPC470544
Remote Similarity	0.5612	NPC289915
Remote Similarity	0.5612	NPC113837
Remote Similarity	0.5606	NPC317474
Remote Similarity	0.5606	NPC213126
Remote Similarity	0.5606	NPC109151
Remote Similarity	0.5606	NPC84281
Remote Similarity	0.5606	NPC169485
Remote Similarity	0.5606	NPC291027
Remote Similarity	0.5603	NPC25565
Remote Similarity	0.56	NPC475013

Drug Structure

NPD4008 OpenBabel08211704332D 22 25 0 0 1 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 3.4641 0.0000 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 2.5981 -0.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 3 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 1.7321 0.0000 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 -0.0000 1.0000 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 5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 19 2 0 0 0 0 11 20 2 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000346
DrugBank	DB00340
ChEMBL	CHEMBL1201342
IUPHAR/BPS	7232
PharmaGKB	PA164783811
KEGG Drug	D01871
PubChem CID	4167
ChEBI	51024
CAS Number

Drug Properties

Molecular Weight	309.16
ALogP	0.3223
MLogP	3.44
XLogP	5.786
HDA	1
HBD	0
Rotatable Bonds	3
TPSA	28.54
RO5 Violation	1