NPASS drugs

Drug Information

Drug ID:	NPD4878
Drug Name:
Molecular Formula:	C22H19ClO3
Canonical SMILES:	Clc1ccc(cc1)C1CCC(CC1)C1=C(O)c2c(C(=O)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/h1-4,9-13,15,24H,5-8H2
Standard InCHIKey:	BSJMWHQBCZFXBR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4878

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	229
0.1-0.2	1190
0.2-0.3	2169
0.3-0.4	6425
0.4-0.5	9499
0.5-0.6	8601
0.6-0.7	2587
0.7-0.8	190
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	0.7934	NPC474057
Intermediate Similarity	0.7886	NPC196673
Intermediate Similarity	0.7727	NPC474106
Intermediate Similarity	0.7724	NPC186128
Intermediate Similarity	0.7698	NPC158157
Intermediate Similarity	0.7647	NPC255676
Intermediate Similarity	0.7619	NPC322197
Intermediate Similarity	0.7615	NPC269923
Intermediate Similarity	0.7615	NPC167323
Intermediate Similarity	0.7615	NPC120545
Intermediate Similarity	0.7581	NPC66208
Intermediate Similarity	0.7578	NPC318173
Intermediate Similarity	0.7576	NPC164014
Intermediate Similarity	0.7557	NPC91478
Intermediate Similarity	0.7541	NPC211439
Intermediate Similarity	0.7538	NPC472981
Intermediate Similarity	0.7521	NPC134120
Intermediate Similarity	0.752	NPC143768
Intermediate Similarity	0.75	NPC274443
Intermediate Similarity	0.75	NPC291426
Intermediate Similarity	0.75	NPC85511
Intermediate Similarity	0.7481	NPC96024
Intermediate Similarity	0.748	NPC318327
Intermediate Similarity	0.7462	NPC232958
Intermediate Similarity	0.746	NPC471721
Intermediate Similarity	0.7444	NPC295664
Intermediate Similarity	0.744	NPC212415
Intermediate Similarity	0.744	NPC292834
Intermediate Similarity	0.7438	NPC324786
Intermediate Similarity	0.7438	NPC249067
Intermediate Similarity	0.7426	NPC473247
Intermediate Similarity	0.7424	NPC300274
Intermediate Similarity	0.7419	NPC216122
Intermediate Similarity	0.7417	NPC222390
Intermediate Similarity	0.7417	NPC244427
Intermediate Similarity	0.7407	NPC115797
Intermediate Similarity	0.7407	NPC51448
Intermediate Similarity	0.7405	NPC144547
Intermediate Similarity	0.7402	NPC93181
Intermediate Similarity	0.7402	NPC228936
Intermediate Similarity	0.7402	NPC186933
Intermediate Similarity	0.7391	NPC58685
Intermediate Similarity	0.7377	NPC172483
Intermediate Similarity	0.7377	NPC105899
Intermediate Similarity	0.7373	NPC156021
Intermediate Similarity	0.7368	NPC375356
Intermediate Similarity	0.7364	NPC80605
Intermediate Similarity	0.7364	NPC222968
Intermediate Similarity	0.7364	NPC323440
Intermediate Similarity	0.736	NPC116842
Intermediate Similarity	0.736	NPC265513
Intermediate Similarity	0.7355	NPC247976
Intermediate Similarity	0.7353	NPC48248
Intermediate Similarity	0.7328	NPC988
Intermediate Similarity	0.7328	NPC289432
Intermediate Similarity	0.7323	NPC196075
Intermediate Similarity	0.7313	NPC199273
Intermediate Similarity	0.7313	NPC142956
Intermediate Similarity	0.7311	NPC229242
Intermediate Similarity	0.7303	NPC470564
Intermediate Similarity	0.7302	NPC471188
Intermediate Similarity	0.7302	NPC218855
Intermediate Similarity	0.7299	NPC146647
Intermediate Similarity	0.7299	NPC34414
Intermediate Similarity	0.7299	NPC25736
Intermediate Similarity	0.7299	NPC276238
Intermediate Similarity	0.7295	NPC329282
Intermediate Similarity	0.7286	NPC23894
Intermediate Similarity	0.7279	NPC176130
Intermediate Similarity	0.7279	NPC72667
Intermediate Similarity	0.7279	NPC84672
Intermediate Similarity	0.7279	NPC78364
Intermediate Similarity	0.7279	NPC69424
Intermediate Similarity	0.7273	NPC284477
Intermediate Similarity	0.7273	NPC304873
Intermediate Similarity	0.7273	NPC25458
Intermediate Similarity	0.7266	NPC274839
Intermediate Similarity	0.7259	NPC103540
Intermediate Similarity	0.7258	NPC141523
Intermediate Similarity	0.7246	NPC108129
Intermediate Similarity	0.7246	NPC55949
Intermediate Similarity	0.7244	NPC93287
Intermediate Similarity	0.7244	NPC470253
Intermediate Similarity	0.7244	NPC13784
Intermediate Similarity	0.7244	NPC471481
Intermediate Similarity	0.7239	NPC318067
Intermediate Similarity	0.7234	NPC283088
Intermediate Similarity	0.7227	NPC289201
Intermediate Similarity	0.7226	NPC234175
Intermediate Similarity	0.7222	NPC475002
Intermediate Similarity	0.7222	NPC95126
Intermediate Similarity	0.7214	NPC115458
Intermediate Similarity	0.7214	NPC225051
Intermediate Similarity	0.7213	NPC329556
Intermediate Similarity	0.7209	NPC135730
Intermediate Similarity	0.7206	NPC3224
Intermediate Similarity	0.7206	NPC96915
Intermediate Similarity	0.7206	NPC254492
Intermediate Similarity	0.72	NPC17525
Intermediate Similarity	0.7197	NPC77000
Intermediate Similarity	0.7197	NPC238861
Intermediate Similarity	0.7194	NPC18798
Intermediate Similarity	0.7194	NPC244699
Intermediate Similarity	0.719	NPC282895
Intermediate Similarity	0.7188	NPC477411
Intermediate Similarity	0.7188	NPC130591
Intermediate Similarity	0.7188	NPC234637
Intermediate Similarity	0.7188	NPC326664
Intermediate Similarity	0.7188	NPC67377
Intermediate Similarity	0.7183	NPC193358
Intermediate Similarity	0.7177	NPC95178
Intermediate Similarity	0.7177	NPC29989
Intermediate Similarity	0.7177	NPC100767
Intermediate Similarity	0.7177	NPC69332
Intermediate Similarity	0.7176	NPC249435
Intermediate Similarity	0.7174	NPC471832
Intermediate Similarity	0.7174	NPC171460
Intermediate Similarity	0.7167	NPC329387
Intermediate Similarity	0.7167	NPC317280
Intermediate Similarity	0.7164	NPC282577
Intermediate Similarity	0.7163	NPC474659
Intermediate Similarity	0.7163	NPC50924
Intermediate Similarity	0.7154	NPC469843
Intermediate Similarity	0.7143	NPC88141
Intermediate Similarity	0.7143	NPC95172
Intermediate Similarity	0.7132	NPC474095
Intermediate Similarity	0.7132	NPC476357
Intermediate Similarity	0.7132	NPC215419
Intermediate Similarity	0.7122	NPC31799
Intermediate Similarity	0.7122	NPC199253
Intermediate Similarity	0.7122	NPC136588
Intermediate Similarity	0.7121	NPC204784
Intermediate Similarity	0.7119	NPC34243
Intermediate Similarity	0.7113	NPC316906
Intermediate Similarity	0.7113	NPC153088
Intermediate Similarity	0.7113	NPC80035
Intermediate Similarity	0.7111	NPC328107
Intermediate Similarity	0.7111	NPC275145
Intermediate Similarity	0.7107	NPC217621
Intermediate Similarity	0.7101	NPC193203
Intermediate Similarity	0.7101	NPC282923
Intermediate Similarity	0.7099	NPC228318
Intermediate Similarity	0.7092	NPC111845
Intermediate Similarity	0.7092	NPC53896
Intermediate Similarity	0.7092	NPC138472
Intermediate Similarity	0.7087	NPC21162
Intermediate Similarity	0.708	NPC15837
Intermediate Similarity	0.708	NPC306765
Intermediate Similarity	0.7077	NPC226093
Intermediate Similarity	0.7071	NPC93015
Intermediate Similarity	0.7071	NPC471851
Intermediate Similarity	0.7068	NPC285829
Intermediate Similarity	0.7068	NPC206778
Intermediate Similarity	0.7063	NPC155211
Intermediate Similarity	0.7063	NPC272268
Intermediate Similarity	0.7059	NPC173978
Intermediate Similarity	0.7059	NPC472880
Intermediate Similarity	0.7054	NPC153053
Intermediate Similarity	0.705	NPC117899
Intermediate Similarity	0.705	NPC99731
Intermediate Similarity	0.705	NPC303910
Intermediate Similarity	0.705	NPC262819
Intermediate Similarity	0.7049	NPC476993
Intermediate Similarity	0.7042	NPC287604
Intermediate Similarity	0.7042	NPC472262
Intermediate Similarity	0.7042	NPC202225
Intermediate Similarity	0.7042	NPC161964
Intermediate Similarity	0.704	NPC70843
Intermediate Similarity	0.7037	NPC474283
Intermediate Similarity	0.7037	NPC68167
Intermediate Similarity	0.7037	NPC307174
Intermediate Similarity	0.7031	NPC268388
Intermediate Similarity	0.7029	NPC478165
Intermediate Similarity	0.7029	NPC471530
Intermediate Similarity	0.7029	NPC478162
Intermediate Similarity	0.7025	NPC49994
Intermediate Similarity	0.7023	NPC108288
Intermediate Similarity	0.7023	NPC477453
Intermediate Similarity	0.7021	NPC175738
Intermediate Similarity	0.7021	NPC70622
Intermediate Similarity	0.7016	NPC120693
Intermediate Similarity	0.7016	NPC8931
Intermediate Similarity	0.7016	NPC261573
Intermediate Similarity	0.7014	NPC245923
Intermediate Similarity	0.7014	NPC118366
Intermediate Similarity	0.7009	NPC19256
Intermediate Similarity	0.7007	NPC123506
Intermediate Similarity	0.7007	NPC470765
Intermediate Similarity	0.7	NPC27659
Intermediate Similarity	0.7	NPC474408
Remote Similarity	0.6992	NPC202015
Remote Similarity	0.6992	NPC476645
Remote Similarity	0.6987	NPC470559
Remote Similarity	0.6986	NPC225243
Remote Similarity	0.6986	NPC181560
Remote Similarity	0.6986	NPC169452
Remote Similarity	0.6985	NPC51079
Remote Similarity	0.6984	NPC34715
Remote Similarity	0.6984	NPC203732
Remote Similarity	0.6984	NPC226699

Drug Structure

NPD4878 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 3 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 3 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 1.7321 3.0000 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 0 0 0 0 15 19 1 0 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 2 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 25 2 0 0 0 0 22 26 2 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000156
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	74989
ChEBI
CAS Number

Drug Properties

Molecular Weight	366.10
ALogP	0.336
MLogP	3.44
XLogP	6.811
HDA	3
HBD	1
Rotatable Bonds	4
TPSA	54.37
RO5 Violation	1