NPASS drugs

Drug Information

Drug ID:	NPD1599
Drug Name:	Nevirapine
Molecular Formula:	C15H14N4O
Canonical SMILES:	Cc1ccnc2c1N=C(O)c1c(N2C2CC2)nccc1
Standard InCHI:	InChI=1S/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10/h2-3,6-8,10H,4-5H2,1H3,(H,18,20)
Standard InCHIKey:	NQDJXKOVJZTUJA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1599

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	498
0.1-0.2	9498
0.2-0.3	10631
0.3-0.4	5974
0.4-0.5	2309
0.5-0.6	1560
0.6-0.7	402
0.7-0.8	18
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	0.779	NPC472289
Intermediate Similarity	0.7742	NPC212125
Intermediate Similarity	0.7516	NPC306397
Intermediate Similarity	0.7405	NPC165370
Intermediate Similarity	0.7362	NPC29702
Intermediate Similarity	0.7278	NPC317054
Intermediate Similarity	0.7159	NPC25899
Intermediate Similarity	0.715	NPC471603
Intermediate Similarity	0.7135	NPC471178
Intermediate Similarity	0.7119	NPC124542
Intermediate Similarity	0.7119	NPC59779
Intermediate Similarity	0.7119	NPC471177
Intermediate Similarity	0.7111	NPC164664
Intermediate Similarity	0.7079	NPC97367
Intermediate Similarity	0.7079	NPC162268
Intermediate Similarity	0.7033	NPC107160
Intermediate Similarity	0.7022	NPC48192
Intermediate Similarity	0.7	NPC98187
Remote Similarity	0.6961	NPC278874
Remote Similarity	0.6959	NPC471323
Remote Similarity	0.6949	NPC212742
Remote Similarity	0.6909	NPC256893
Remote Similarity	0.6885	NPC476688
Remote Similarity	0.6885	NPC476686
Remote Similarity	0.6885	NPC105758
Remote Similarity	0.6865	NPC150048
Remote Similarity	0.6865	NPC203754
Remote Similarity	0.6862	NPC48938
Remote Similarity	0.6836	NPC120070
Remote Similarity	0.6807	NPC324611
Remote Similarity	0.6768	NPC471313
Remote Similarity	0.6768	NPC471311
Remote Similarity	0.6761	NPC40070
Remote Similarity	0.676	NPC138018
Remote Similarity	0.6757	NPC208060
Remote Similarity	0.6748	NPC151489
Remote Similarity	0.6746	NPC328029
Remote Similarity	0.674	NPC224632
Remote Similarity	0.6724	NPC167400
Remote Similarity	0.6721	NPC49217
Remote Similarity	0.6707	NPC471322
Remote Similarity	0.6705	NPC288445
Remote Similarity	0.6687	NPC476322
Remote Similarity	0.6685	NPC131718
Remote Similarity	0.6667	NPC2497
Remote Similarity	0.6667	NPC129721
Remote Similarity	0.6649	NPC285923
Remote Similarity	0.6647	NPC315320
Remote Similarity	0.6646	NPC84268
Remote Similarity	0.6632	NPC266551
Remote Similarity	0.6632	NPC161887
Remote Similarity	0.6632	NPC219963
Remote Similarity	0.6618	NPC282247
Remote Similarity	0.6613	NPC14651
Remote Similarity	0.6613	NPC121658
Remote Similarity	0.6612	NPC473057
Remote Similarity	0.661	NPC282531
Remote Similarity	0.6608	NPC114310
Remote Similarity	0.6605	NPC48564
Remote Similarity	0.6605	NPC182570
Remote Similarity	0.6605	NPC265605
Remote Similarity	0.6602	NPC242923
Remote Similarity	0.6593	NPC470204
Remote Similarity	0.6583	NPC212213
Remote Similarity	0.6573	NPC130570
Remote Similarity	0.6571	NPC230085
Remote Similarity	0.6571	NPC159630
Remote Similarity	0.6562	NPC284559
Remote Similarity	0.6562	NPC284678
Remote Similarity	0.6559	NPC476518
Remote Similarity	0.6557	NPC225018
Remote Similarity	0.6557	NPC470203
Remote Similarity	0.6556	NPC263455
Remote Similarity	0.6555	NPC177996
Remote Similarity	0.6555	NPC147983
Remote Similarity	0.6554	NPC470111
Remote Similarity	0.6552	NPC475070
Remote Similarity	0.6545	NPC477891
Remote Similarity	0.6545	NPC166424
Remote Similarity	0.6545	NPC144114
Remote Similarity	0.6545	NPC146373
Remote Similarity	0.6545	NPC245244
Remote Similarity	0.6541	NPC108469
Remote Similarity	0.6538	NPC84508
Remote Similarity	0.6538	NPC27802
Remote Similarity	0.6536	NPC469975
Remote Similarity	0.6535	NPC57398
Remote Similarity	0.6522	NPC102423
Remote Similarity	0.6512	NPC103687
Remote Similarity	0.6512	NPC132631
Remote Similarity	0.6508	NPC476419
Remote Similarity	0.6505	NPC319456
Remote Similarity	0.6502	NPC53144
Remote Similarity	0.6502	NPC200836
Remote Similarity	0.65	NPC312860
Remote Similarity	0.65	NPC474916
Remote Similarity	0.6498	NPC116622
Remote Similarity	0.6497	NPC324149
Remote Similarity	0.6492	NPC24864
Remote Similarity	0.6489	NPC111624
Remote Similarity	0.6488	NPC476131
Remote Similarity	0.6482	NPC242209
Remote Similarity	0.6474	NPC326575
Remote Similarity	0.6471	NPC473764
Remote Similarity	0.6471	NPC314940
Remote Similarity	0.6471	NPC472259
Remote Similarity	0.6471	NPC322488
Remote Similarity	0.6468	NPC476167
Remote Similarity	0.6465	NPC329541
Remote Similarity	0.6464	NPC63562
Remote Similarity	0.6462	NPC254762
Remote Similarity	0.6453	NPC211813
Remote Similarity	0.6452	NPC41717
Remote Similarity	0.6452	NPC76540
Remote Similarity	0.645	NPC69914
Remote Similarity	0.6445	NPC476041
Remote Similarity	0.6445	NPC304926
Remote Similarity	0.6436	NPC158129
Remote Similarity	0.6429	NPC39092
Remote Similarity	0.6424	NPC290094
Remote Similarity	0.6424	NPC46358
Remote Similarity	0.642	NPC91958
Remote Similarity	0.6418	NPC265576
Remote Similarity	0.6418	NPC192315
Remote Similarity	0.6418	NPC239954
Remote Similarity	0.6416	NPC471312
Remote Similarity	0.6414	NPC304187
Remote Similarity	0.6414	NPC477166
Remote Similarity	0.6413	NPC324203
Remote Similarity	0.6413	NPC122141
Remote Similarity	0.6413	NPC322976
Remote Similarity	0.6413	NPC63338
Remote Similarity	0.6412	NPC101165
Remote Similarity	0.6409	NPC107287
Remote Similarity	0.6409	NPC471132
Remote Similarity	0.6402	NPC313791
Remote Similarity	0.6398	NPC41333
Remote Similarity	0.6393	NPC132680
Remote Similarity	0.6393	NPC269919
Remote Similarity	0.6392	NPC207851
Remote Similarity	0.6385	NPC250178
Remote Similarity	0.6382	NPC198673
Remote Similarity	0.6378	NPC282231
Remote Similarity	0.6374	NPC476219
Remote Similarity	0.6369	NPC179787
Remote Similarity	0.6369	NPC201380
Remote Similarity	0.6369	NPC112741
Remote Similarity	0.6368	NPC469938
Remote Similarity	0.6364	NPC56233
Remote Similarity	0.6364	NPC60553
Remote Similarity	0.6359	NPC113812
Remote Similarity	0.6359	NPC476121
Remote Similarity	0.6359	NPC293487
Remote Similarity	0.6359	NPC476124
Remote Similarity	0.6358	NPC297486
Remote Similarity	0.6358	NPC471402
Remote Similarity	0.6358	NPC240136
Remote Similarity	0.6356	NPC295452
Remote Similarity	0.6356	NPC171393
Remote Similarity	0.6353	NPC282398
Remote Similarity	0.6349	NPC273532
Remote Similarity	0.6348	NPC159856
Remote Similarity	0.6344	NPC476118
Remote Similarity	0.6344	NPC478182
Remote Similarity	0.6333	NPC321911
Remote Similarity	0.633	NPC317430
Remote Similarity	0.6329	NPC473362
Remote Similarity	0.6329	NPC166492
Remote Similarity	0.6327	NPC171171
Remote Similarity	0.6324	NPC279918
Remote Similarity	0.6322	NPC314102
Remote Similarity	0.6322	NPC251722
Remote Similarity	0.6322	NPC65408
Remote Similarity	0.6319	NPC143603
Remote Similarity	0.6318	NPC21461
Remote Similarity	0.6316	NPC85273
Remote Similarity	0.6316	NPC174421
Remote Similarity	0.6313	NPC63545
Remote Similarity	0.6313	NPC161292
Remote Similarity	0.631	NPC202957
Remote Similarity	0.631	NPC169625
Remote Similarity	0.6308	NPC204717
Remote Similarity	0.6304	NPC475870
Remote Similarity	0.6302	NPC96890
Remote Similarity	0.63	NPC226202
Remote Similarity	0.6298	NPC105818
Remote Similarity	0.6298	NPC24678
Remote Similarity	0.629	NPC71079
Remote Similarity	0.6287	NPC27740
Remote Similarity	0.6286	NPC54981
Remote Similarity	0.6284	NPC476297
Remote Similarity	0.6278	NPC469811
Remote Similarity	0.6277	NPC160105
Remote Similarity	0.6277	NPC474561
Remote Similarity	0.6277	NPC49954
Remote Similarity	0.6276	NPC20249
Remote Similarity	0.6276	NPC314002
Remote Similarity	0.6276	NPC15102
Remote Similarity	0.6275	NPC315957
Remote Similarity	0.627	NPC230869

Drug Structure

NPD1599 OpenBabel08211701082D 21 24 0 0 0 0 0 0 0 0999 V2000 -1.8650 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8776 -3.7324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9027 -3.9550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9944 -1.6525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 -2.5534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4311 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1974 -2.9994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4339 -0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.8019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 -1.9010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5633 -2.6282 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 -2.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1974 1.1974 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1530 1.4922 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 11 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 10 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 16 2 0 0 0 0 8 17 1 0 0 0 0 9 12 2 0 0 0 0 10 19 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000184
DrugBank	DB00238
ChEMBL	CHEMBL57
IUPHAR/BPS
PharmaGKB	PA450616
KEGG Drug	D00435
PubChem CID	4463
ChEBI	63613
CAS Number	129618-40-2

Drug Properties

Molecular Weight	266.12
ALogP	-0.0528
MLogP	2.56
XLogP	2.74
HDA	5
HBD	1
Rotatable Bonds	3
TPSA	61.61
RO5 Violation	0