NPASS drugs

Drug Information

Drug ID:	NPD4879
Drug Name:	Atovaquone
Molecular Formula:	C22H19ClO3
Canonical SMILES:	Clc1ccc(cc1)[C@@H]1CC[C@H](CC1)C1=C(O)C(=O)c2c(C1=O)cccc2
Standard InCHI:	InChI=1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,26H,5-8H2/t13-,15-
Standard InCHIKey:	KUCQYCKVKVOKAY-CTYIDZIISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4879

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	223
0.1-0.2	1164
0.2-0.3	2269
0.3-0.4	7060
0.4-0.5	10804
0.5-0.6	7975
0.6-0.7	1276
0.7-0.8	110
0.8-0.85	9
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	0.8305	NPC186128
Intermediate Similarity	0.8246	NPC274443
Intermediate Similarity	0.8235	NPC143768
Intermediate Similarity	0.8158	NPC222390
Intermediate Similarity	0.8158	NPC244427
Intermediate Similarity	0.8151	NPC292834
Intermediate Similarity	0.813	NPC318173
Intermediate Similarity	0.8103	NPC134120
Intermediate Similarity	0.8103	NPC172483
Intermediate Similarity	0.7965	NPC156021
Intermediate Similarity	0.7903	NPC222968
Intermediate Similarity	0.7903	NPC80605
Intermediate Similarity	0.7903	NPC323440
Intermediate Similarity	0.7869	NPC326664
Intermediate Similarity	0.7823	NPC469843
Intermediate Similarity	0.7752	NPC318067
Intermediate Similarity	0.7731	NPC100767
Intermediate Similarity	0.7724	NPC471721
Intermediate Similarity	0.7724	NPC67377
Intermediate Similarity	0.7712	NPC329282
Intermediate Similarity	0.7642	NPC470253
Intermediate Similarity	0.7627	NPC247976
Intermediate Similarity	0.7623	NPC265513
Intermediate Similarity	0.7615	NPC328107
Intermediate Similarity	0.7603	NPC192577
Intermediate Similarity	0.7581	NPC196673
Intermediate Similarity	0.7561	NPC218855
Intermediate Similarity	0.7557	NPC295664
Intermediate Similarity	0.7544	NPC34243
Intermediate Similarity	0.7521	NPC203732
Intermediate Similarity	0.7519	NPC478162
Intermediate Similarity	0.7519	NPC478165
Intermediate Similarity	0.75	NPC471481
Intermediate Similarity	0.75	NPC204784
Intermediate Similarity	0.75	NPC93287
Intermediate Similarity	0.75	NPC476645
Intermediate Similarity	0.748	NPC137315
Intermediate Similarity	0.7479	NPC329556
Intermediate Similarity	0.7458	NPC476993
Intermediate Similarity	0.7458	NPC112552
Intermediate Similarity	0.744	NPC234637
Intermediate Similarity	0.744	NPC130591
Intermediate Similarity	0.7436	NPC49994
Intermediate Similarity	0.7434	NPC19256
Intermediate Similarity	0.7424	NPC164014
Intermediate Similarity	0.7402	NPC158157
Intermediate Similarity	0.7381	NPC215419
Intermediate Similarity	0.7355	NPC474910
Intermediate Similarity	0.7339	NPC291799
Intermediate Similarity	0.7339	NPC474057
Intermediate Similarity	0.7328	NPC472880
Intermediate Similarity	0.7313	NPC474106
Intermediate Similarity	0.7304	NPC188844
Intermediate Similarity	0.7304	NPC1682
Intermediate Similarity	0.7288	NPC134882
Intermediate Similarity	0.7279	NPC473247
Intermediate Similarity	0.7257	NPC267262
Intermediate Similarity	0.725	NPC320891
Intermediate Similarity	0.7244	NPC93181
Intermediate Similarity	0.7241	NPC238219
Intermediate Similarity	0.7241	NPC289883
Intermediate Similarity	0.7231	NPC202015
Intermediate Similarity	0.7217	NPC284475
Intermediate Similarity	0.7213	NPC471186
Intermediate Similarity	0.7203	NPC265220
Intermediate Similarity	0.7203	NPC239185
Intermediate Similarity	0.7197	NPC167323
Intermediate Similarity	0.7197	NPC269923
Intermediate Similarity	0.7197	NPC120545
Intermediate Similarity	0.7179	NPC260233
Intermediate Similarity	0.7176	NPC232958
Intermediate Similarity	0.7176	NPC105709
Intermediate Similarity	0.7167	NPC109514
Intermediate Similarity	0.7165	NPC241851
Intermediate Similarity	0.7155	NPC153885
Intermediate Similarity	0.7155	NPC59677
Intermediate Similarity	0.7155	NPC155232
Intermediate Similarity	0.7143	NPC75724
Intermediate Similarity	0.7143	NPC66208
Intermediate Similarity	0.7143	NPC65627
Intermediate Similarity	0.7143	NPC471189
Intermediate Similarity	0.7143	NPC91478
Intermediate Similarity	0.7143	NPC280789
Intermediate Similarity	0.7131	NPC249067
Intermediate Similarity	0.7121	NPC472981
Intermediate Similarity	0.7119	NPC219573
Intermediate Similarity	0.7119	NPC185208
Intermediate Similarity	0.7119	NPC12695
Intermediate Similarity	0.7109	NPC470764
Intermediate Similarity	0.7105	NPC157778
Intermediate Similarity	0.7105	NPC477704
Intermediate Similarity	0.7105	NPC477693
Intermediate Similarity	0.7097	NPC470007
Intermediate Similarity	0.7097	NPC470391
Intermediate Similarity	0.709	NPC85511
Intermediate Similarity	0.708	NPC96024
Intermediate Similarity	0.7069	NPC110704
Intermediate Similarity	0.7069	NPC133461
Intermediate Similarity	0.7059	NPC103048
Intermediate Similarity	0.7054	NPC260886
Intermediate Similarity	0.7054	NPC322197
Intermediate Similarity	0.7049	NPC255676
Intermediate Similarity	0.7043	NPC418308
Intermediate Similarity	0.704	NPC470252
Intermediate Similarity	0.704	NPC318327
Intermediate Similarity	0.7029	NPC171460
Intermediate Similarity	0.7029	NPC471832
Intermediate Similarity	0.7023	NPC472698
Intermediate Similarity	0.7023	NPC472697
Intermediate Similarity	0.7021	NPC23894
Intermediate Similarity	0.7018	NPC43945
Intermediate Similarity	0.7016	NPC185763
Intermediate Similarity	0.7016	NPC37914
Intermediate Similarity	0.7016	NPC83409
Intermediate Similarity	0.7015	NPC300274
Intermediate Similarity	0.7007	NPC51448
Intermediate Similarity	0.7007	NPC115797
Intermediate Similarity	0.7	NPC58685
Intermediate Similarity	0.7	NPC145052
Remote Similarity	0.6992	NPC144547
Remote Similarity	0.6983	NPC173413
Remote Similarity	0.6978	NPC27659
Remote Similarity	0.6977	NPC186933
Remote Similarity	0.6977	NPC228936
Remote Similarity	0.6963	NPC375356
Remote Similarity	0.6948	NPC470564
Remote Similarity	0.6947	NPC268930
Remote Similarity	0.6942	NPC476042
Remote Similarity	0.6934	NPC15837
Remote Similarity	0.6923	NPC62138
Remote Similarity	0.6917	NPC472679
Remote Similarity	0.6917	NPC476225
Remote Similarity	0.6917	NPC289201
Remote Similarity	0.6917	NPC988
Remote Similarity	0.6917	NPC472680
Remote Similarity	0.6917	NPC289432
Remote Similarity	0.6912	NPC142956
Remote Similarity	0.6912	NPC199273
Remote Similarity	0.6911	NPC291426
Remote Similarity	0.6911	NPC472691
Remote Similarity	0.6911	NPC474866
Remote Similarity	0.6911	NPC475939
Remote Similarity	0.6911	NPC471829
Remote Similarity	0.6906	NPC34414
Remote Similarity	0.6906	NPC146647
Remote Similarity	0.6906	NPC276238
Remote Similarity	0.6901	NPC474659
Remote Similarity	0.6899	NPC294458
Remote Similarity	0.6891	NPC172925
Remote Similarity	0.6885	NPC133809
Remote Similarity	0.6885	NPC472879
Remote Similarity	0.6885	NPC128248
Remote Similarity	0.6885	NPC136810
Remote Similarity	0.6884	NPC78364
Remote Similarity	0.6884	NPC176130
Remote Similarity	0.6884	NPC84672
Remote Similarity	0.6884	NPC72667
Remote Similarity	0.6884	NPC69424
Remote Similarity	0.688	NPC142326
Remote Similarity	0.688	NPC94751
Remote Similarity	0.6875	NPC471188
Remote Similarity	0.6875	NPC212415
Remote Similarity	0.687	NPC69057
Remote Similarity	0.6866	NPC476234
Remote Similarity	0.6864	NPC323420
Remote Similarity	0.6861	NPC294050
Remote Similarity	0.6861	NPC328997
Remote Similarity	0.6861	NPC236405
Remote Similarity	0.6861	NPC123506
Remote Similarity	0.6861	NPC103540
Remote Similarity	0.6857	NPC55949
Remote Similarity	0.6855	NPC324786
Remote Similarity	0.6853	NPC283088
Remote Similarity	0.685	NPC216122
Remote Similarity	0.6846	NPC474095
Remote Similarity	0.6846	NPC474408
Remote Similarity	0.6846	NPC274839
Remote Similarity	0.6846	NPC217111
Remote Similarity	0.6838	NPC325740
Remote Similarity	0.6838	NPC472681
Remote Similarity	0.6838	NPC277277
Remote Similarity	0.6835	NPC48248
Remote Similarity	0.6835	NPC234175
Remote Similarity	0.6831	NPC115458
Remote Similarity	0.6831	NPC78307
Remote Similarity	0.6831	NPC225051
Remote Similarity	0.6825	NPC211439
Remote Similarity	0.6825	NPC112903
Remote Similarity	0.6822	NPC13784
Remote Similarity	0.6818	NPC228318
Remote Similarity	0.6818	NPC471553
Remote Similarity	0.6818	NPC61651
Remote Similarity	0.6814	NPC215008
Remote Similarity	0.6812	NPC3224
Remote Similarity	0.6812	NPC254492
Remote Similarity	0.6812	NPC96915
Remote Similarity	0.6812	NPC81135
Remote Similarity	0.6812	NPC470648
Remote Similarity	0.6812	NPC231774
Remote Similarity	0.6809	NPC18798

Drug Structure

NPD4879 OpenBabel08211706322D 27 30 0 0 1 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 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 2.5981 -0.5000 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 -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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 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 1.7321 0.0000 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 0.8660 -0.5000 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 -6.0622 4.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 18 2 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 14 2 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 14 1 1 0 0 0 15 19 1 6 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 19 22 2 0 0 0 0 20 24 2 0 0 0 0 21 22 1 0 0 0 0 21 25 2 0 0 0 0 22 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000156
DrugBank	DB01117
ChEMBL	CHEMBL1450
IUPHAR/BPS
PharmaGKB	PA448502
KEGG Drug	D00236
PubChem CID
ChEBI	575568
CAS Number	95233-18-4

Drug Properties

Molecular Weight	366.10
ALogP	0.336
MLogP	3.44
XLogP	7.28
HDA	3
HBD	1
Rotatable Bonds	4
TPSA	54.37
RO5 Violation	1