NPASS drugs

Drug Information

Drug ID:	NPD1628
Drug Name:	Modafinil
Molecular Formula:	C15H15NO2S
Canonical SMILES:	OC(=N)CS(=O)C(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H2,16,17)
Standard InCHIKey:	YFGHCGITMMYXAQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1628

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	56
0.1-0.2	1911
0.2-0.3	8319
0.3-0.4	13856
0.4-0.5	5603
0.5-0.6	967
0.6-0.7	174
0.7-0.8	4
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	0.7711	NPC5324
Intermediate Similarity	0.7262	NPC52330
Intermediate Similarity	0.7253	NPC192623
Intermediate Similarity	0.7143	NPC36440
Remote Similarity	0.6979	NPC203076
Remote Similarity	0.6977	NPC181786
Remote Similarity	0.6882	NPC309279
Remote Similarity	0.6869	NPC172128
Remote Similarity	0.6867	NPC246588
Remote Similarity	0.6737	NPC14326
Remote Similarity	0.6706	NPC113670
Remote Similarity	0.6701	NPC3210
Remote Similarity	0.6699	NPC317400
Remote Similarity	0.6667	NPC275104
Remote Similarity	0.6667	NPC262393
Remote Similarity	0.6667	NPC45255
Remote Similarity	0.663	NPC302129
Remote Similarity	0.6627	NPC114327
Remote Similarity	0.6627	NPC36357
Remote Similarity	0.6588	NPC22786
Remote Similarity	0.6566	NPC471638
Remote Similarity	0.6562	NPC121478
Remote Similarity	0.6562	NPC73637
Remote Similarity	0.6526	NPC184030
Remote Similarity	0.6526	NPC164449
Remote Similarity	0.65	NPC325441
Remote Similarity	0.6484	NPC244738
Remote Similarity	0.6477	NPC267443
Remote Similarity	0.6476	NPC311242
Remote Similarity	0.6471	NPC226438
Remote Similarity	0.6465	NPC148231
Remote Similarity	0.6444	NPC229235
Remote Similarity	0.6437	NPC291066
Remote Similarity	0.6421	NPC272260
Remote Similarity	0.6404	NPC82770
Remote Similarity	0.6404	NPC239931
Remote Similarity	0.6404	NPC78954
Remote Similarity	0.64	NPC473031
Remote Similarity	0.64	NPC53492
Remote Similarity	0.6395	NPC200745
Remote Similarity	0.6395	NPC71009
Remote Similarity	0.6386	NPC198841
Remote Similarity	0.6383	NPC9796
Remote Similarity	0.6374	NPC155429
Remote Similarity	0.6374	NPC208302
Remote Similarity	0.6373	NPC316108
Remote Similarity	0.6373	NPC258627
Remote Similarity	0.6364	NPC99482
Remote Similarity	0.6354	NPC475573
Remote Similarity	0.6354	NPC475289
Remote Similarity	0.6344	NPC189371
Remote Similarity	0.6344	NPC276699
Remote Similarity	0.6337	NPC12429
Remote Similarity	0.6333	NPC213570
Remote Similarity	0.6333	NPC139416
Remote Similarity	0.6333	NPC473206
Remote Similarity	0.6333	NPC246822
Remote Similarity	0.6327	NPC474088
Remote Similarity	0.6327	NPC146703
Remote Similarity	0.6327	NPC119677
Remote Similarity	0.6322	NPC22627
Remote Similarity	0.6322	NPC50266
Remote Similarity	0.6321	NPC33168
Remote Similarity	0.6311	NPC245259
Remote Similarity	0.631	NPC65873
Remote Similarity	0.631	NPC120441
Remote Similarity	0.631	NPC300345
Remote Similarity	0.631	NPC212114
Remote Similarity	0.6286	NPC303045
Remote Similarity	0.6286	NPC161972
Remote Similarity	0.6279	NPC150196
Remote Similarity	0.6279	NPC248705
Remote Similarity	0.6279	NPC54368
Remote Similarity	0.6279	NPC135924
Remote Similarity	0.6279	NPC210849
Remote Similarity	0.6275	NPC470877
Remote Similarity	0.6265	NPC149436
Remote Similarity	0.6264	NPC251490
Remote Similarity	0.6264	NPC72670
Remote Similarity	0.6264	NPC263385
Remote Similarity	0.6263	NPC133162
Remote Similarity	0.6262	NPC107619
Remote Similarity	0.625	NPC323164
Remote Similarity	0.625	NPC473661
Remote Similarity	0.6237	NPC122327
Remote Similarity	0.6237	NPC112609
Remote Similarity	0.6237	NPC113000
Remote Similarity	0.6237	NPC108218
Remote Similarity	0.6224	NPC475199
Remote Similarity	0.6224	NPC283012
Remote Similarity	0.6214	NPC471307
Remote Similarity	0.6214	NPC159178
Remote Similarity	0.6214	NPC78041
Remote Similarity	0.6214	NPC209764
Remote Similarity	0.6214	NPC121872
Remote Similarity	0.6214	NPC141139
Remote Similarity	0.6214	NPC74936
Remote Similarity	0.6211	NPC179726
Remote Similarity	0.6211	NPC290638
Remote Similarity	0.6207	NPC476048
Remote Similarity	0.6207	NPC29680
Remote Similarity	0.62	NPC123476
Remote Similarity	0.6198	NPC324702
Remote Similarity	0.6196	NPC158028
Remote Similarity	0.6196	NPC226999
Remote Similarity	0.6196	NPC39799
Remote Similarity	0.6196	NPC125144
Remote Similarity	0.6196	NPC121708
Remote Similarity	0.6196	NPC135433
Remote Similarity	0.6196	NPC280135
Remote Similarity	0.6196	NPC1008
Remote Similarity	0.6196	NPC87099
Remote Similarity	0.6196	NPC193578
Remote Similarity	0.619	NPC269586
Remote Similarity	0.6186	NPC95868
Remote Similarity	0.6186	NPC477703
Remote Similarity	0.617	NPC206800
Remote Similarity	0.617	NPC32203
Remote Similarity	0.6163	NPC147062
Remote Similarity	0.6162	NPC477770
Remote Similarity	0.6162	NPC273758
Remote Similarity	0.6147	NPC328793
Remote Similarity	0.6147	NPC469457
Remote Similarity	0.6146	NPC224544
Remote Similarity	0.6136	NPC88566
Remote Similarity	0.6134	NPC254088
Remote Similarity	0.6132	NPC58674
Remote Similarity	0.6132	NPC108339
Remote Similarity	0.6129	NPC1901
Remote Similarity	0.6129	NPC212463
Remote Similarity	0.6122	NPC12936
Remote Similarity	0.6122	NPC273033
Remote Similarity	0.6122	NPC242628
Remote Similarity	0.6105	NPC35599
Remote Similarity	0.6105	NPC139658
Remote Similarity	0.61	NPC95429
Remote Similarity	0.61	NPC169016
Remote Similarity	0.6092	NPC238023
Remote Similarity	0.6092	NPC310758
Remote Similarity	0.6087	NPC219246
Remote Similarity	0.6087	NPC319579
Remote Similarity	0.6082	NPC151405
Remote Similarity	0.6082	NPC139901
Remote Similarity	0.6078	NPC198747
Remote Similarity	0.6075	NPC25565
Remote Similarity	0.6071	NPC277704
Remote Similarity	0.6067	NPC198023
Remote Similarity	0.6067	NPC155172
Remote Similarity	0.6067	NPC32312
Remote Similarity	0.6064	NPC96835
Remote Similarity	0.6064	NPC258492
Remote Similarity	0.6064	NPC299134
Remote Similarity	0.6058	NPC185501
Remote Similarity	0.6058	NPC78154
Remote Similarity	0.6047	NPC8235
Remote Similarity	0.6047	NPC64270
Remote Similarity	0.6044	NPC311343
Remote Similarity	0.6042	NPC325662
Remote Similarity	0.6042	NPC98269
Remote Similarity	0.604	NPC475710
Remote Similarity	0.6038	NPC71140
Remote Similarity	0.6038	NPC471309
Remote Similarity	0.6036	NPC164859
Remote Similarity	0.6034	NPC475013
Remote Similarity	0.6023	NPC66517
Remote Similarity	0.6022	NPC74458
Remote Similarity	0.602	NPC71664
Remote Similarity	0.602	NPC127343
Remote Similarity	0.602	NPC328178
Remote Similarity	0.6019	NPC473501
Remote Similarity	0.6019	NPC475439
Remote Similarity	0.6018	NPC45033
Remote Similarity	0.6	NPC178527
Remote Similarity	0.6	NPC141607
Remote Similarity	0.6	NPC125549
Remote Similarity	0.6	NPC44830
Remote Similarity	0.6	NPC187725
Remote Similarity	0.6	NPC307195
Remote Similarity	0.5979	NPC50192
Remote Similarity	0.5978	NPC16190
Remote Similarity	0.5978	NPC235059
Remote Similarity	0.5978	NPC98880
Remote Similarity	0.5978	NPC200936
Remote Similarity	0.5978	NPC169222
Remote Similarity	0.5977	NPC169110
Remote Similarity	0.5962	NPC176858
Remote Similarity	0.5962	NPC199567
Remote Similarity	0.596	NPC133050
Remote Similarity	0.5957	NPC54269
Remote Similarity	0.5957	NPC285679
Remote Similarity	0.5957	NPC271437
Remote Similarity	0.5955	NPC45756
Remote Similarity	0.5955	NPC21211
Remote Similarity	0.5943	NPC265521
Remote Similarity	0.5943	NPC45040
Remote Similarity	0.5941	NPC267704
Remote Similarity	0.5938	NPC110264
Remote Similarity	0.5934	NPC6107
Remote Similarity	0.5929	NPC211551
Remote Similarity	0.5929	NPC474559

Drug Structure

NPD1628 OpenBabel08211701082D 21 22 0 0 0 0 0 0 0 0999 V2000 -3.4641 -1.0000 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 -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 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 -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 -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 0.0000 2.0000 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 0.0000 0.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB00745
ChEMBL	CHEMBL1373
IUPHAR/BPS	7555
PharmaGKB	PA450530
KEGG Drug	D01832
PubChem CID
ChEBI	77585
CAS Number	68693-11-8

Drug Properties

Molecular Weight	273.08
ALogP	-0.855
MLogP	2.67
XLogP	4.43
HDA	3
HBD	2
Rotatable Bonds	6
TPSA	80.36
RO5 Violation	0