NPASS drugs

Drug Information

Drug ID:	NPD2583
Drug Name:	Emivirine
Molecular Formula:	C17H22N2O3
Canonical SMILES:	CCOCn1c(=O)nc(c(c1Cc1ccccc1)C(C)C)O
Standard InCHI:	InChI=1S/C17H22N2O3/c1-4-22-11-19-14(10-13-8-6-5-7-9-13)15(12(2)3)16(20)18-17(19)21/h5-9,12H,4,10-11H2,1-3H3,(H,18,20,21)
Standard InCHIKey:	MLILORUFDVLTSP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2583

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	71
0.1-0.2	672
0.2-0.3	3856
0.3-0.4	12471
0.4-0.5	11264
0.5-0.6	2164
0.6-0.7	361
0.7-0.8	31
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	0.7521	NPC220698
Intermediate Similarity	0.7431	NPC161972
Intermediate Similarity	0.7431	NPC303045
Intermediate Similarity	0.7391	NPC130898
Intermediate Similarity	0.7391	NPC474973
Intermediate Similarity	0.7391	NPC45033
Intermediate Similarity	0.7391	NPC474804
Intermediate Similarity	0.7333	NPC33742
Intermediate Similarity	0.7315	NPC245259
Intermediate Similarity	0.7304	NPC143516
Intermediate Similarity	0.7297	NPC472258
Intermediate Similarity	0.7257	NPC469457
Intermediate Similarity	0.725	NPC1986
Intermediate Similarity	0.725	NPC474544
Intermediate Similarity	0.7244	NPC474479
Intermediate Similarity	0.7241	NPC471447
Intermediate Similarity	0.7196	NPC262393
Intermediate Similarity	0.7176	NPC325479
Intermediate Similarity	0.717	NPC203076
Intermediate Similarity	0.7156	NPC226438
Intermediate Similarity	0.7155	NPC211551
Intermediate Similarity	0.7143	NPC311242
Intermediate Similarity	0.7117	NPC58674
Intermediate Similarity	0.7115	NPC14326
Intermediate Similarity	0.7103	NPC473031
Intermediate Similarity	0.7083	NPC275410
Intermediate Similarity	0.7073	NPC470544
Intermediate Similarity	0.7069	NPC275467
Intermediate Similarity	0.7054	NPC25565
Intermediate Similarity	0.7043	NPC329375
Intermediate Similarity	0.7016	NPC470545
Remote Similarity	0.6991	NPC475439
Remote Similarity	0.6991	NPC473501
Remote Similarity	0.6984	NPC476990
Remote Similarity	0.6975	NPC473676
Remote Similarity	0.6967	NPC276949
Remote Similarity	0.6967	NPC35850
Remote Similarity	0.696	NPC470546
Remote Similarity	0.6944	NPC471638
Remote Similarity	0.6942	NPC475013
Remote Similarity	0.6935	NPC315276
Remote Similarity	0.6935	NPC14672
Remote Similarity	0.6935	NPC285926
Remote Similarity	0.6929	NPC202521
Remote Similarity	0.6923	NPC224610
Remote Similarity	0.6923	NPC194390
Remote Similarity	0.6923	NPC113326
Remote Similarity	0.6923	NPC88267
Remote Similarity	0.6916	NPC3210
Remote Similarity	0.6912	NPC77992
Remote Similarity	0.6881	NPC12429
Remote Similarity	0.6875	NPC252878
Remote Similarity	0.6842	NPC33168
Remote Similarity	0.6829	NPC476048
Remote Similarity	0.6822	NPC474082
Remote Similarity	0.6822	NPC46427
Remote Similarity	0.6822	NPC6975
Remote Similarity	0.6822	NPC175726
Remote Similarity	0.6818	NPC470877
Remote Similarity	0.681	NPC228400
Remote Similarity	0.681	NPC214200
Remote Similarity	0.6807	NPC191215
Remote Similarity	0.6807	NPC274089
Remote Similarity	0.6807	NPC473498
Remote Similarity	0.6797	NPC71684
Remote Similarity	0.6774	NPC118202
Remote Similarity	0.6757	NPC471307
Remote Similarity	0.6757	NPC209764
Remote Similarity	0.6757	NPC121872
Remote Similarity	0.6757	NPC141139
Remote Similarity	0.6757	NPC159178
Remote Similarity	0.6757	NPC78041
Remote Similarity	0.6757	NPC74936
Remote Similarity	0.6757	NPC172128
Remote Similarity	0.6719	NPC200964
Remote Similarity	0.6719	NPC190663
Remote Similarity	0.6692	NPC469666
Remote Similarity	0.6667	NPC476687
Remote Similarity	0.6667	NPC476685
Remote Similarity	0.6667	NPC239357
Remote Similarity	0.6667	NPC476689
Remote Similarity	0.6667	NPC246079
Remote Similarity	0.6639	NPC65855
Remote Similarity	0.6639	NPC292758
Remote Similarity	0.6637	NPC265521
Remote Similarity	0.6636	NPC198747
Remote Similarity	0.6617	NPC319766
Remote Similarity	0.6615	NPC160493
Remote Similarity	0.6613	NPC273814
Remote Similarity	0.6591	NPC4974
Remote Similarity	0.6589	NPC80150
Remote Similarity	0.6579	NPC471309
Remote Similarity	0.6579	NPC474974
Remote Similarity	0.6574	NPC474088
Remote Similarity	0.6552	NPC475168
Remote Similarity	0.6552	NPC7817
Remote Similarity	0.6549	NPC316008
Remote Similarity	0.6549	NPC471680
Remote Similarity	0.6549	NPC313867
Remote Similarity	0.6535	NPC258992
Remote Similarity	0.6535	NPC82963
Remote Similarity	0.6532	NPC269340
Remote Similarity	0.6529	NPC231705
Remote Similarity	0.6529	NPC327481
Remote Similarity	0.6528	NPC9373
Remote Similarity	0.6503	NPC314358
Remote Similarity	0.6489	NPC109151
Remote Similarity	0.6484	NPC38458
Remote Similarity	0.6484	NPC169328
Remote Similarity	0.6484	NPC311737
Remote Similarity	0.6479	NPC314388
Remote Similarity	0.6479	NPC315283
Remote Similarity	0.6475	NPC142297
Remote Similarity	0.6471	NPC130309
Remote Similarity	0.6466	NPC101719
Remote Similarity	0.6466	NPC325013
Remote Similarity	0.6462	NPC477061
Remote Similarity	0.6462	NPC45777
Remote Similarity	0.646	NPC316108
Remote Similarity	0.6457	NPC317254
Remote Similarity	0.6452	NPC474149
Remote Similarity	0.6446	NPC473418
Remote Similarity	0.6444	NPC103605
Remote Similarity	0.6444	NPC101372
Remote Similarity	0.6444	NPC81092
Remote Similarity	0.6444	NPC473322
Remote Similarity	0.6439	NPC472415
Remote Similarity	0.6434	NPC228515
Remote Similarity	0.6434	NPC237420
Remote Similarity	0.6434	NPC266741
Remote Similarity	0.6434	NPC310467
Remote Similarity	0.6434	NPC473922
Remote Similarity	0.6424	NPC114806
Remote Similarity	0.6423	NPC96224
Remote Similarity	0.6423	NPC24101
Remote Similarity	0.6419	NPC470902
Remote Similarity	0.6418	NPC476249
Remote Similarity	0.6417	NPC202613
Remote Similarity	0.6417	NPC471317
Remote Similarity	0.6412	NPC273830
Remote Similarity	0.6406	NPC147957
Remote Similarity	0.6397	NPC226662
Remote Similarity	0.6397	NPC200589
Remote Similarity	0.6391	NPC222466
Remote Similarity	0.6391	NPC22746
Remote Similarity	0.6389	NPC81026
Remote Similarity	0.6385	NPC43275
Remote Similarity	0.6383	NPC239762
Remote Similarity	0.6383	NPC163392
Remote Similarity	0.6379	NPC256452
Remote Similarity	0.6377	NPC287401
Remote Similarity	0.6371	NPC470127
Remote Similarity	0.6371	NPC258056
Remote Similarity	0.637	NPC210950
Remote Similarity	0.637	NPC254798
Remote Similarity	0.637	NPC13470
Remote Similarity	0.637	NPC199738
Remote Similarity	0.6364	NPC226778
Remote Similarity	0.6364	NPC147000
Remote Similarity	0.6364	NPC150254
Remote Similarity	0.6364	NPC304761
Remote Similarity	0.6364	NPC474862
Remote Similarity	0.6358	NPC24617
Remote Similarity	0.6357	NPC237227
Remote Similarity	0.6357	NPC471264
Remote Similarity	0.6357	NPC127741
Remote Similarity	0.6357	NPC471265
Remote Similarity	0.6357	NPC68865
Remote Similarity	0.6355	NPC469894
Remote Similarity	0.635	NPC255447
Remote Similarity	0.6349	NPC474584
Remote Similarity	0.6348	NPC473661
Remote Similarity	0.6343	NPC472414
Remote Similarity	0.6339	NPC305602
Remote Similarity	0.6339	NPC17497
Remote Similarity	0.6338	NPC476989
Remote Similarity	0.6336	NPC302169
Remote Similarity	0.6333	NPC327226
Remote Similarity	0.6333	NPC318154
Remote Similarity	0.6331	NPC132847
Remote Similarity	0.6331	NPC248283
Remote Similarity	0.6331	NPC141050
Remote Similarity	0.6328	NPC235421
Remote Similarity	0.6325	NPC471319
Remote Similarity	0.6325	NPC471320
Remote Similarity	0.6325	NPC3371
Remote Similarity	0.6324	NPC111428
Remote Similarity	0.6324	NPC150863
Remote Similarity	0.632	NPC319579
Remote Similarity	0.6319	NPC201244
Remote Similarity	0.6319	NPC477217
Remote Similarity	0.6316	NPC477163
Remote Similarity	0.6312	NPC98424
Remote Similarity	0.6312	NPC242159
Remote Similarity	0.6312	NPC178662
Remote Similarity	0.6312	NPC92784
Remote Similarity	0.6312	NPC313694
Remote Similarity	0.6312	NPC476133
Remote Similarity	0.6312	NPC470884
Remote Similarity	0.6308	NPC314992

Drug Structure

NPD2583 OpenBabel08211702172D 23 24 0 0 0 0 0 0 0 0999 V2000 2.5981 -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 0.0000 3.0000 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 3.4641 -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 3.4641 1.0000 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 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 0.8660 -0.5000 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 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 1.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 12 1 0 0 0 0 3 12 1 0 0 0 0 4 22 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 13 2 0 0 0 0 9 13 1 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 11 22 1 0 0 0 0 12 15 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011397
DrugBank	DB08188
ChEMBL	CHEMBL35033
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01055
PubChem CID	65013
ChEBI	44143
CAS Number	149950-60-7

Drug Properties

Molecular Weight	302.16
ALogP	0.0794
MLogP	2.78
XLogP	4.517
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	62.13
RO5 Violation	0