NPASS drugs

Drug Information

Drug ID:	NPD7528
Drug Name:	Benzonatate
Molecular Formula:	C30H53NO11
Canonical SMILES:	COCCOCCOCCOCCOCCOCCOCCOCCOCCOC(=O)c1ccc(cc1)NCCCC
Standard InCHI:	InChI=1S/C30H53NO11/c1-3-4-9-31-29-7-5-28(6-8-29)30(32)42-27-26-41-25-24-40-23-22-39-21-20-38-19-18-37-17-16-36-15-14-35-13-12-34-11-10-33-2/h5-8,31H,3-4,9-27H2,1-2H3
Standard InCHIKey:	MAFMQEKGGFWBAB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7528

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	139
0.1-0.2	990
0.2-0.3	4141
0.3-0.4	8399
0.4-0.5	11637
0.5-0.6	4915
0.6-0.7	628
0.7-0.8	36
0.8-0.85	4
0.85-0.9	1
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
High Similarity	0.8671	NPC319645
Intermediate Similarity	0.8471	NPC470971
Intermediate Similarity	0.8333	NPC173295
Intermediate Similarity	0.8182	NPC314098
Intermediate Similarity	0.8108	NPC242933
Intermediate Similarity	0.7935	NPC314223
Intermediate Similarity	0.777	NPC253476
Intermediate Similarity	0.7697	NPC43477
Intermediate Similarity	0.7671	NPC122235
Intermediate Similarity	0.7639	NPC226794
Intermediate Similarity	0.7606	NPC150323
Intermediate Similarity	0.7532	NPC472241
Intermediate Similarity	0.75	NPC472242
Intermediate Similarity	0.7466	NPC205946
Intermediate Similarity	0.7429	NPC316405
Intermediate Similarity	0.7362	NPC61013
Intermediate Similarity	0.7362	NPC123241
Intermediate Similarity	0.7347	NPC472244
Intermediate Similarity	0.7347	NPC470343
Intermediate Similarity	0.7317	NPC193410
Intermediate Similarity	0.729	NPC472243
Intermediate Similarity	0.7273	NPC287358
Intermediate Similarity	0.7273	NPC248117
Intermediate Similarity	0.7234	NPC57051
Intermediate Similarity	0.7229	NPC293458
Intermediate Similarity	0.7209	NPC186669
Intermediate Similarity	0.7184	NPC288305
Intermediate Similarity	0.7181	NPC322433
Intermediate Similarity	0.7152	NPC308197
Intermediate Similarity	0.7067	NPC314278
Intermediate Similarity	0.7066	NPC474058
Intermediate Similarity	0.7059	NPC224970
Intermediate Similarity	0.7059	NPC223595
Intermediate Similarity	0.7059	NPC167724
Intermediate Similarity	0.7051	NPC281104
Intermediate Similarity	0.7039	NPC472245
Intermediate Similarity	0.7033	NPC198205
Intermediate Similarity	0.7033	NPC21483
Intermediate Similarity	0.7024	NPC35510
Intermediate Similarity	0.7024	NPC253667
Intermediate Similarity	0.7022	NPC160381
Remote Similarity	0.6986	NPC229353
Remote Similarity	0.6971	NPC6974
Remote Similarity	0.6957	NPC198390
Remote Similarity	0.6954	NPC264482
Remote Similarity	0.6954	NPC203202
Remote Similarity	0.6939	NPC226143
Remote Similarity	0.6936	NPC73280
Remote Similarity	0.6936	NPC191310
Remote Similarity	0.6933	NPC242000
Remote Similarity	0.6919	NPC311054
Remote Similarity	0.6919	NPC112752
Remote Similarity	0.6914	NPC478039
Remote Similarity	0.6913	NPC26285
Remote Similarity	0.691	NPC97584
Remote Similarity	0.691	NPC471742
Remote Similarity	0.6905	NPC36495
Remote Similarity	0.6898	NPC136573
Remote Similarity	0.6898	NPC176371
Remote Similarity	0.6894	NPC314186
Remote Similarity	0.6894	NPC190945
Remote Similarity	0.6892	NPC130931
Remote Similarity	0.689	NPC473329
Remote Similarity	0.6882	NPC90358
Remote Similarity	0.6882	NPC107828
Remote Similarity	0.6882	NPC313757
Remote Similarity	0.6875	NPC99043
Remote Similarity	0.6875	NPC218594
Remote Similarity	0.6872	NPC49184
Remote Similarity	0.6868	NPC22476
Remote Similarity	0.6863	NPC150863
Remote Similarity	0.6854	NPC470317
Remote Similarity	0.6854	NPC159963
Remote Similarity	0.6846	NPC103292
Remote Similarity	0.6842	NPC250476
Remote Similarity	0.6826	NPC161827
Remote Similarity	0.6825	NPC207971
Remote Similarity	0.6818	NPC280807
Remote Similarity	0.6818	NPC314431
Remote Similarity	0.6813	NPC5630
Remote Similarity	0.6813	NPC313293
Remote Similarity	0.6809	NPC232600
Remote Similarity	0.6802	NPC471652
Remote Similarity	0.68	NPC329338
Remote Similarity	0.68	NPC469726
Remote Similarity	0.6796	NPC14994
Remote Similarity	0.6789	NPC268077
Remote Similarity	0.6786	NPC36836
Remote Similarity	0.6786	NPC63370
Remote Similarity	0.6784	NPC189116
Remote Similarity	0.6782	NPC249614
Remote Similarity	0.6782	NPC292265
Remote Similarity	0.6779	NPC279385
Remote Similarity	0.6779	NPC179605
Remote Similarity	0.6778	NPC322621
Remote Similarity	0.6776	NPC203628
Remote Similarity	0.6774	NPC231382
Remote Similarity	0.6772	NPC475223
Remote Similarity	0.6761	NPC84347
Remote Similarity	0.6744	NPC299582
Remote Similarity	0.6737	NPC475448
Remote Similarity	0.6737	NPC246983
Remote Similarity	0.6724	NPC471778
Remote Similarity	0.6721	NPC474059
Remote Similarity	0.672	NPC303214
Remote Similarity	0.6714	NPC38262
Remote Similarity	0.6706	NPC243673
Remote Similarity	0.6706	NPC63210
Remote Similarity	0.6706	NPC310403
Remote Similarity	0.6706	NPC263709
Remote Similarity	0.6706	NPC148468
Remote Similarity	0.6706	NPC97380
Remote Similarity	0.6702	NPC475147
Remote Similarity	0.6702	NPC103361
Remote Similarity	0.6686	NPC139506
Remote Similarity	0.6686	NPC292143
Remote Similarity	0.6685	NPC321211
Remote Similarity	0.6685	NPC25401
Remote Similarity	0.6667	NPC112373
Remote Similarity	0.6667	NPC161956
Remote Similarity	0.6667	NPC315829
Remote Similarity	0.6667	NPC258531
Remote Similarity	0.6667	NPC269457
Remote Similarity	0.6667	NPC93653
Remote Similarity	0.6667	NPC301702
Remote Similarity	0.6649	NPC475133
Remote Similarity	0.6649	NPC100863
Remote Similarity	0.6648	NPC283810
Remote Similarity	0.6647	NPC470069
Remote Similarity	0.6647	NPC52059
Remote Similarity	0.6643	NPC474365
Remote Similarity	0.6643	NPC301943
Remote Similarity	0.663	NPC83111
Remote Similarity	0.6628	NPC99632
Remote Similarity	0.6628	NPC282339
Remote Similarity	0.6628	NPC199737
Remote Similarity	0.6628	NPC176983
Remote Similarity	0.6628	NPC286871
Remote Similarity	0.6615	NPC87714
Remote Similarity	0.6609	NPC472115
Remote Similarity	0.6609	NPC214960
Remote Similarity	0.6609	NPC182131
Remote Similarity	0.6609	NPC279527
Remote Similarity	0.6609	NPC472114
Remote Similarity	0.6606	NPC259678
Remote Similarity	0.6603	NPC194562
Remote Similarity	0.6601	NPC192533
Remote Similarity	0.66	NPC291962
Remote Similarity	0.66	NPC177684
Remote Similarity	0.6598	NPC285192
Remote Similarity	0.6595	NPC138370
Remote Similarity	0.6594	NPC35448
Remote Similarity	0.6594	NPC78701
Remote Similarity	0.6591	NPC318183
Remote Similarity	0.6587	NPC144691
Remote Similarity	0.6584	NPC181527
Remote Similarity	0.6578	NPC135950
Remote Similarity	0.6573	NPC129624
Remote Similarity	0.657	NPC320064
Remote Similarity	0.657	NPC27904
Remote Similarity	0.6568	NPC107287
Remote Similarity	0.6561	NPC71124
Remote Similarity	0.6556	NPC85613
Remote Similarity	0.6556	NPC5167
Remote Similarity	0.6554	NPC177261
Remote Similarity	0.655	NPC153694
Remote Similarity	0.655	NPC211525
Remote Similarity	0.6547	NPC146351
Remote Similarity	0.6543	NPC245916
Remote Similarity	0.6541	NPC316104
Remote Similarity	0.6541	NPC162417
Remote Similarity	0.6536	NPC14849
Remote Similarity	0.6528	NPC474364
Remote Similarity	0.6528	NPC469636
Remote Similarity	0.6524	NPC478040
Remote Similarity	0.6522	NPC276775
Remote Similarity	0.6522	NPC92754
Remote Similarity	0.6522	NPC249912
Remote Similarity	0.6517	NPC328611
Remote Similarity	0.6517	NPC248862
Remote Similarity	0.65	NPC471197
Remote Similarity	0.65	NPC131450
Remote Similarity	0.65	NPC182057
Remote Similarity	0.65	NPC147298
Remote Similarity	0.6495	NPC477161
Remote Similarity	0.6489	NPC243626
Remote Similarity	0.6489	NPC230313
Remote Similarity	0.6486	NPC477998
Remote Similarity	0.6484	NPC314659
Remote Similarity	0.6483	NPC93084
Remote Similarity	0.6483	NPC251854
Remote Similarity	0.6483	NPC174099
Remote Similarity	0.6482	NPC477979
Remote Similarity	0.6475	NPC225060
Remote Similarity	0.6474	NPC307437
Remote Similarity	0.6474	NPC58827
Remote Similarity	0.6474	NPC72473
Remote Similarity	0.6471	NPC39818
Remote Similarity	0.6468	NPC471198
Remote Similarity	0.6465	NPC118940

Drug Structure

NPD7528 OpenBabel08211712022D 43 43 0 0 0 0 0 0 0 0999 V2000 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 23.5000 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 -0.0000 -2.0000 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 0.8660 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 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 -8.6603 22.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 21.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 19.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 19.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 17.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 16.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 15.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 14.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 13.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 1.7321 1.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 22.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 20.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 18.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 16.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 13.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 11.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 33 1 0 0 0 0 3 4 1 0 0 0 0 4 9 1 0 0 0 0 5 7 1 0 0 0 0 5 28 2 0 0 0 0 6 8 2 0 0 0 0 6 28 1 0 0 0 0 7 29 2 0 0 0 0 8 29 1 0 0 0 0 9 31 1 0 0 0 0 10 11 1 0 0 0 0 10 33 1 0 0 0 0 11 34 1 0 0 0 0 12 13 1 0 0 0 0 12 34 1 0 0 0 0 13 35 1 0 0 0 0 14 15 1 0 0 0 0 14 35 1 0 0 0 0 15 36 1 0 0 0 0 16 17 1 0 0 0 0 16 36 1 0 0 0 0 17 37 1 0 0 0 0 18 19 1 0 0 0 0 18 37 1 0 0 0 0 19 38 1 0 0 0 0 20 21 1 0 0 0 0 20 38 1 0 0 0 0 21 39 1 0 0 0 0 22 23 1 0 0 0 0 22 39 1 0 0 0 0 23 40 1 0 0 0 0 24 25 1 0 0 0 0 24 40 1 0 0 0 0 25 41 1 0 0 0 0 26 27 1 0 0 0 0 26 41 1 0 0 0 0 27 42 1 0 0 0 0 28 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 2 0 0 0 0 30 42 1 0 0 0 0 31 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000514
DrugBank	DB00868
ChEMBL	CHEMBL1374379
IUPHAR/BPS	7611
PharmaGKB	PA164745459
KEGG Drug	D00242
PubChem CID	7699
ChEBI	3032
CAS Number	104-31-4

Drug Properties

Molecular Weight	603.36
ALogP	-2.1004
MLogP	3.44
XLogP	1.354
HDA	12
HBD	1
Rotatable Bonds	35
TPSA	121.4
RO5 Violation	2