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.


  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

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