NPASS drugs

Drug Information

Drug ID:	NPD4478
Drug Name:
Molecular Formula:	C21H23NO3S
Canonical SMILES:	CCCN1CC(=C(C1=O)c1ccc(cc1)C)c1ccc(cc1)S(=O)(=O)C
Standard InCHI:	InChI=1S/C21H23NO3S/c1-4-13-22-14-19(16-9-11-18(12-10-16)26(3,24)25)20(21(22)23)17-7-5-15(2)6-8-17/h5-12H,4,13-14H2,1-3H3
Standard InCHIKey:	AXMZZGKKZDJGAZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4478

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	134
0.1-0.2	1561
0.2-0.3	6716
0.3-0.4	14369
0.4-0.5	7182
0.5-0.6	860
0.6-0.7	60
0.7-0.8	8
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	0.7914	NPC313850
Intermediate Similarity	0.7426	NPC32858
Intermediate Similarity	0.7426	NPC194857
Intermediate Similarity	0.7328	NPC71140
Intermediate Similarity	0.7241	NPC473661
Intermediate Similarity	0.7222	NPC181390
Intermediate Similarity	0.7119	NPC256452
Intermediate Similarity	0.7016	NPC473418
Remote Similarity	0.688	NPC167336
Remote Similarity	0.6825	NPC45033
Remote Similarity	0.6767	NPC476440
Remote Similarity	0.6741	NPC302169
Remote Similarity	0.6667	NPC17497
Remote Similarity	0.6667	NPC305602
Remote Similarity	0.6641	NPC55529
Remote Similarity	0.6619	NPC79698
Remote Similarity	0.6609	NPC474088
Remote Similarity	0.6591	NPC476048
Remote Similarity	0.6503	NPC120251
Remote Similarity	0.6493	NPC473573
Remote Similarity	0.6475	NPC474974
Remote Similarity	0.6439	NPC475013
Remote Similarity	0.6434	NPC471447
Remote Similarity	0.64	NPC120203
Remote Similarity	0.6389	NPC126458
Remote Similarity	0.6387	NPC69057
Remote Similarity	0.6387	NPC53492
Remote Similarity	0.635	NPC220698
Remote Similarity	0.6345	NPC473962
Remote Similarity	0.6327	NPC473360
Remote Similarity	0.6296	NPC246904
Remote Similarity	0.6296	NPC33742
Remote Similarity	0.6282	NPC286551
Remote Similarity	0.626	NPC476919
Remote Similarity	0.6259	NPC27833
Remote Similarity	0.625	NPC165726
Remote Similarity	0.625	NPC213969
Remote Similarity	0.6222	NPC35850
Remote Similarity	0.6222	NPC276949
Remote Similarity	0.6183	NPC473498
Remote Similarity	0.6172	NPC11466
Remote Similarity	0.6159	NPC470545
Remote Similarity	0.6149	NPC266425
Remote Similarity	0.6144	NPC471680
Remote Similarity	0.6142	NPC322598
Remote Similarity	0.6133	NPC307682
Remote Similarity	0.6133	NPC89489
Remote Similarity	0.6124	NPC329375
Remote Similarity	0.6115	NPC470546
Remote Similarity	0.6107	NPC143516
Remote Similarity	0.6096	NPC179224
Remote Similarity	0.6096	NPC300315
Remote Similarity	0.6093	NPC469560
Remote Similarity	0.6087	NPC14672
Remote Similarity	0.6087	NPC315276
Remote Similarity	0.6087	NPC285926
Remote Similarity	0.6087	NPC470544
Remote Similarity	0.6071	NPC226143
Remote Similarity	0.6063	NPC472258
Remote Similarity	0.6061	NPC474973
Remote Similarity	0.6061	NPC130898
Remote Similarity	0.6061	NPC474804
Remote Similarity	0.6045	NPC158854
Remote Similarity	0.6039	NPC322878
Remote Similarity	0.6028	NPC200964
Remote Similarity	0.6027	NPC473322
Remote Similarity	0.6026	NPC105717
Remote Similarity	0.6	NPC136453
Remote Similarity	0.5987	NPC283783
Remote Similarity	0.5986	NPC200589
Remote Similarity	0.5986	NPC71684
Remote Similarity	0.5985	NPC476198
Remote Similarity	0.5984	NPC317400
Remote Similarity	0.5983	NPC151405
Remote Similarity	0.5983	NPC139901
Remote Similarity	0.5983	NPC272260
Remote Similarity	0.5972	NPC285394
Remote Similarity	0.5971	NPC239357
Remote Similarity	0.597	NPC473676
Remote Similarity	0.5959	NPC105114
Remote Similarity	0.5959	NPC71933
Remote Similarity	0.5959	NPC152850
Remote Similarity	0.5959	NPC89923
Remote Similarity	0.5959	NPC239990
Remote Similarity	0.5952	NPC291070
Remote Similarity	0.5952	NPC246757
Remote Similarity	0.5948	NPC9796
Remote Similarity	0.5948	NPC150712
Remote Similarity	0.5946	NPC255447
Remote Similarity	0.5935	NPC478040
Remote Similarity	0.5932	NPC475289
Remote Similarity	0.5932	NPC95868
Remote Similarity	0.5932	NPC285716
Remote Similarity	0.5932	NPC475573
Remote Similarity	0.5932	NPC17408
Remote Similarity	0.592	NPC470926
Remote Similarity	0.5918	NPC111428
Remote Similarity	0.5917	NPC273758
Remote Similarity	0.5896	NPC476920
Remote Similarity	0.5894	NPC118099
Remote Similarity	0.5894	NPC49577
Remote Similarity	0.5894	NPC474855
Remote Similarity	0.5894	NPC260045
Remote Similarity	0.5894	NPC474787
Remote Similarity	0.5894	NPC273907
Remote Similarity	0.5894	NPC293377
Remote Similarity	0.5894	NPC474811
Remote Similarity	0.5894	NPC76785
Remote Similarity	0.5894	NPC476102
Remote Similarity	0.5894	NPC90194
Remote Similarity	0.5894	NPC151706
Remote Similarity	0.5894	NPC9687
Remote Similarity	0.5894	NPC475598
Remote Similarity	0.5894	NPC79465
Remote Similarity	0.5894	NPC475318
Remote Similarity	0.5891	NPC49994
Remote Similarity	0.5882	NPC12936
Remote Similarity	0.5882	NPC273033
Remote Similarity	0.5882	NPC145053
Remote Similarity	0.5882	NPC231986
Remote Similarity	0.5878	NPC187231
Remote Similarity	0.5874	NPC257490
Remote Similarity	0.5873	NPC155232
Remote Similarity	0.5873	NPC153885
Remote Similarity	0.5873	NPC59677
Remote Similarity	0.5862	NPC222466
Remote Similarity	0.5845	NPC291962
Remote Similarity	0.5845	NPC177684
Remote Similarity	0.5844	NPC315051
Remote Similarity	0.584	NPC277277
Remote Similarity	0.5839	NPC157311
Remote Similarity	0.5833	NPC471317
Remote Similarity	0.5833	NPC202613
Remote Similarity	0.5833	NPC268348
Remote Similarity	0.5827	NPC238219
Remote Similarity	0.5827	NPC289883
Remote Similarity	0.5823	NPC189908
Remote Similarity	0.5822	NPC101719
Remote Similarity	0.582	NPC123476
Remote Similarity	0.5814	NPC239185
Remote Similarity	0.5806	NPC468984
Remote Similarity	0.5804	NPC258531
Remote Similarity	0.5804	NPC112373
Remote Similarity	0.5804	NPC161956
Remote Similarity	0.58	NPC8761
Remote Similarity	0.58	NPC44805
Remote Similarity	0.58	NPC257390
Remote Similarity	0.5798	NPC71664
Remote Similarity	0.5794	NPC284475
Remote Similarity	0.5794	NPC133461
Remote Similarity	0.5793	NPC175726
Remote Similarity	0.5793	NPC474082
Remote Similarity	0.5789	NPC275467
Remote Similarity	0.5785	NPC197581
Remote Similarity	0.5782	NPC119326
Remote Similarity	0.5781	NPC260233
Remote Similarity	0.5769	NPC134882
Remote Similarity	0.5763	NPC103488
Remote Similarity	0.5762	NPC130655
Remote Similarity	0.5753	NPC22746
Remote Similarity	0.5748	NPC1682
Remote Similarity	0.5748	NPC323420
Remote Similarity	0.5748	NPC188844
Remote Similarity	0.5743	NPC218323
Remote Similarity	0.5738	NPC169016
Remote Similarity	0.5736	NPC185208
Remote Similarity	0.5736	NPC219573
Remote Similarity	0.5726	NPC271642
Remote Similarity	0.5724	NPC474473
Remote Similarity	0.5724	NPC169485
Remote Similarity	0.5724	NPC291027
Remote Similarity	0.5724	NPC317474
Remote Similarity	0.5724	NPC213126
Remote Similarity	0.5724	NPC84281
Remote Similarity	0.5714	NPC173413
Remote Similarity	0.5714	NPC113099
Remote Similarity	0.5714	NPC300205
Remote Similarity	0.5714	NPC19256
Remote Similarity	0.5714	NPC316906
Remote Similarity	0.5714	NPC58872
Remote Similarity	0.5705	NPC81092
Remote Similarity	0.5705	NPC471164
Remote Similarity	0.5705	NPC161069
Remote Similarity	0.5705	NPC103605
Remote Similarity	0.5704	NPC254088
Remote Similarity	0.5696	NPC470822
Remote Similarity	0.5692	NPC265220
Remote Similarity	0.5691	NPC252067
Remote Similarity	0.5687	NPC13470
Remote Similarity	0.5685	NPC6975
Remote Similarity	0.5682	NPC476993
Remote Similarity	0.5682	NPC472879
Remote Similarity	0.5682	NPC109514
Remote Similarity	0.568	NPC267262
Remote Similarity	0.568	NPC157778
Remote Similarity	0.5678	NPC179726
Remote Similarity	0.5674	NPC188010
Remote Similarity	0.5672	NPC469974
Remote Similarity	0.5669	NPC103346
Remote Similarity	0.5667	NPC164086

Drug Structure

NPD4478 OpenBabel08211705262D 26 28 0 0 0 0 0 0 0 0999 V2000 8.0704 -1.2688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3517 4.6132 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 7.2614 -0.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6389 3.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9916 2.9190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9479 2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3006 1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3479 -1.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6607 3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2788 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3479 1.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 15 1 0 0 0 0 3 26 1 0 0 0 0 4 13 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 16 2 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 26 1 0 0 0 0 19 20 2 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC013872
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11682175
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.14
ALogP	-0.4526
MLogP	3.22
XLogP	5.482
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	62.83
RO5 Violation	1