NPASS drugs

Drug Information

Drug ID:	NPD4643
Drug Name:
Molecular Formula:	C21H27N3O3S
Canonical SMILES:	Cc1cccc(n1)CCN1CCC(CC1)C(=O)c1ccc(cc1)NS(=O)(=O)C
Standard InCHI:	InChI=1S/C21H27N3O3S/c1-16-4-3-5-19(22-16)12-15-24-13-10-18(11-14-24)21(25)17-6-8-20(9-7-17)23-28(2,26)27/h3-9,18,23H,10-15H2,1-2H3
Standard InCHIKey:	SRUISGSHWFJION-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4643

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	295
0.1-0.2	2327
0.2-0.3	10544
0.3-0.4	12625
0.4-0.5	2376
0.5-0.6	1718
0.6-0.7	891
0.7-0.8	112
0.8-0.85	2
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	0.8072	NPC21174
Intermediate Similarity	0.8072	NPC271797
Intermediate Similarity	0.7765	NPC103119
Intermediate Similarity	0.7667	NPC255909
Intermediate Similarity	0.7657	NPC157583
Intermediate Similarity	0.7598	NPC133003
Intermediate Similarity	0.7531	NPC478040
Intermediate Similarity	0.7514	NPC70949
Intermediate Similarity	0.75	NPC115232
Intermediate Similarity	0.7486	NPC161861
Intermediate Similarity	0.7485	NPC70406
Intermediate Similarity	0.7485	NPC194881
Intermediate Similarity	0.7459	NPC17273
Intermediate Similarity	0.7459	NPC141612
Intermediate Similarity	0.7459	NPC135601
Intermediate Similarity	0.7458	NPC237188
Intermediate Similarity	0.7442	NPC265100
Intermediate Similarity	0.744	NPC251391
Intermediate Similarity	0.7436	NPC472245
Intermediate Similarity	0.7432	NPC472112
Intermediate Similarity	0.7432	NPC324091
Intermediate Similarity	0.7425	NPC313889
Intermediate Similarity	0.7389	NPC470205
Intermediate Similarity	0.7386	NPC252572
Intermediate Similarity	0.7374	NPC73994
Intermediate Similarity	0.7372	NPC150863
Intermediate Similarity	0.7368	NPC80681
Intermediate Similarity	0.7351	NPC216550
Intermediate Similarity	0.7348	NPC477003
Intermediate Similarity	0.7348	NPC258480
Intermediate Similarity	0.734	NPC34837
Intermediate Similarity	0.7326	NPC472116
Intermediate Similarity	0.7321	NPC473878
Intermediate Similarity	0.7312	NPC247735
Intermediate Similarity	0.7312	NPC472295
Intermediate Similarity	0.7312	NPC269886
Intermediate Similarity	0.7312	NPC81802
Intermediate Similarity	0.7312	NPC472210
Intermediate Similarity	0.731	NPC76982
Intermediate Similarity	0.7303	NPC151635
Intermediate Similarity	0.7292	NPC88115
Intermediate Similarity	0.7283	NPC111602
Intermediate Similarity	0.7283	NPC196251
Intermediate Similarity	0.7283	NPC63199
Intermediate Similarity	0.7283	NPC214106
Intermediate Similarity	0.7283	NPC102338
Intermediate Similarity	0.7278	NPC15840
Intermediate Similarity	0.7263	NPC83774
Intermediate Similarity	0.7262	NPC123906
Intermediate Similarity	0.7258	NPC272458
Intermediate Similarity	0.7258	NPC472113
Intermediate Similarity	0.7237	NPC226143
Intermediate Similarity	0.7232	NPC6982
Intermediate Similarity	0.7215	NPC280807
Intermediate Similarity	0.7215	NPC314431
Intermediate Similarity	0.7202	NPC21605
Intermediate Similarity	0.7202	NPC105811
Intermediate Similarity	0.72	NPC71132
Intermediate Similarity	0.7198	NPC159125
Intermediate Similarity	0.7188	NPC106757
Intermediate Similarity	0.7186	NPC467188
Intermediate Similarity	0.7182	NPC61011
Intermediate Similarity	0.7176	NPC470679
Intermediate Similarity	0.7176	NPC217021
Intermediate Similarity	0.7175	NPC471943
Intermediate Similarity	0.7174	NPC66210
Intermediate Similarity	0.7167	NPC234987
Intermediate Similarity	0.7166	NPC472292
Intermediate Similarity	0.7158	NPC21429
Intermediate Similarity	0.7158	NPC467063
Intermediate Similarity	0.7151	NPC469529
Intermediate Similarity	0.7143	NPC245916
Intermediate Similarity	0.7143	NPC472293
Intermediate Similarity	0.7128	NPC304203
Intermediate Similarity	0.7126	NPC100104
Intermediate Similarity	0.7126	NPC470680
Intermediate Similarity	0.7112	NPC476460
Intermediate Similarity	0.7108	NPC114033
Intermediate Similarity	0.7108	NPC101130
Intermediate Similarity	0.7108	NPC58268
Intermediate Similarity	0.7108	NPC129412
Intermediate Similarity	0.7098	NPC472069
Intermediate Similarity	0.7098	NPC472062
Intermediate Similarity	0.7098	NPC472063
Intermediate Similarity	0.7097	NPC175474
Intermediate Similarity	0.7088	NPC477042
Intermediate Similarity	0.7081	NPC478077
Intermediate Similarity	0.7077	NPC472064
Intermediate Similarity	0.7072	NPC284775
Intermediate Similarity	0.7069	NPC474492
Intermediate Similarity	0.7065	NPC46895
Intermediate Similarity	0.7065	NPC472119
Intermediate Similarity	0.7062	NPC56233
Intermediate Similarity	0.7059	NPC329858
Intermediate Similarity	0.7053	NPC79356
Intermediate Similarity	0.7053	NPC102592
Intermediate Similarity	0.7053	NPC128244
Intermediate Similarity	0.7049	NPC191415
Intermediate Similarity	0.7049	NPC113626
Intermediate Similarity	0.7048	NPC59084
Intermediate Similarity	0.7043	NPC472323
Intermediate Similarity	0.7035	NPC200743
Intermediate Similarity	0.7031	NPC472296
Intermediate Similarity	0.7031	NPC472297
Intermediate Similarity	0.7027	NPC79062
Intermediate Similarity	0.7027	NPC472107
Intermediate Similarity	0.7016	NPC106824
Intermediate Similarity	0.7016	NPC167710
Intermediate Similarity	0.7011	NPC143533
Intermediate Similarity	0.7006	NPC473868
Intermediate Similarity	0.7006	NPC63157
Intermediate Similarity	0.7	NPC100726
Intermediate Similarity	0.7	NPC19692
Intermediate Similarity	0.7	NPC220151
Remote Similarity	0.6995	NPC128265
Remote Similarity	0.6995	NPC312870
Remote Similarity	0.6995	NPC199851
Remote Similarity	0.6995	NPC294909
Remote Similarity	0.6995	NPC254240
Remote Similarity	0.6994	NPC209362
Remote Similarity	0.699	NPC472065
Remote Similarity	0.6989	NPC242116
Remote Similarity	0.6988	NPC88097
Remote Similarity	0.6982	NPC470440
Remote Similarity	0.6974	NPC317701
Remote Similarity	0.697	NPC314102
Remote Similarity	0.697	NPC251722
Remote Similarity	0.6968	NPC314333
Remote Similarity	0.6966	NPC114637
Remote Similarity	0.6959	NPC98864
Remote Similarity	0.6947	NPC326422
Remote Similarity	0.6946	NPC238499
Remote Similarity	0.6943	NPC284338
Remote Similarity	0.6939	NPC473239
Remote Similarity	0.6936	NPC281094
Remote Similarity	0.6928	NPC472243
Remote Similarity	0.6923	NPC328318
Remote Similarity	0.6923	NPC328596
Remote Similarity	0.6923	NPC84347
Remote Similarity	0.6919	NPC117027
Remote Similarity	0.6915	NPC473666
Remote Similarity	0.6914	NPC213914
Remote Similarity	0.691	NPC42372
Remote Similarity	0.6907	NPC121327
Remote Similarity	0.6902	NPC88110
Remote Similarity	0.6898	NPC118084
Remote Similarity	0.6897	NPC229055
Remote Similarity	0.6882	NPC478039
Remote Similarity	0.6879	NPC470233
Remote Similarity	0.6878	NPC268966
Remote Similarity	0.6868	NPC293216
Remote Similarity	0.6867	NPC65408
Remote Similarity	0.6864	NPC136002
Remote Similarity	0.6857	NPC74357
Remote Similarity	0.6856	NPC477004
Remote Similarity	0.6855	NPC470343
Remote Similarity	0.6855	NPC122718
Remote Similarity	0.6855	NPC472244
Remote Similarity	0.6853	NPC327592
Remote Similarity	0.6851	NPC262338
Remote Similarity	0.6848	NPC198988
Remote Similarity	0.6845	NPC2949
Remote Similarity	0.6845	NPC472241
Remote Similarity	0.6839	NPC81561
Remote Similarity	0.6839	NPC227582
Remote Similarity	0.6837	NPC143977
Remote Similarity	0.6821	NPC195461
Remote Similarity	0.6821	NPC81654
Remote Similarity	0.6821	NPC249150
Remote Similarity	0.6821	NPC49196
Remote Similarity	0.6821	NPC33421
Remote Similarity	0.6821	NPC313985
Remote Similarity	0.6821	NPC79129
Remote Similarity	0.6818	NPC317373
Remote Similarity	0.6815	NPC215519
Remote Similarity	0.6811	NPC91179
Remote Similarity	0.6811	NPC469896
Remote Similarity	0.6807	NPC64661
Remote Similarity	0.6807	NPC138596
Remote Similarity	0.6807	NPC14448
Remote Similarity	0.6807	NPC200397
Remote Similarity	0.6807	NPC195704
Remote Similarity	0.6807	NPC167200
Remote Similarity	0.6807	NPC292434
Remote Similarity	0.6807	NPC98156
Remote Similarity	0.6806	NPC47190
Remote Similarity	0.6804	NPC50503
Remote Similarity	0.6804	NPC248782
Remote Similarity	0.6804	NPC52557
Remote Similarity	0.68	NPC472070
Remote Similarity	0.68	NPC476219
Remote Similarity	0.6793	NPC14325
Remote Similarity	0.6793	NPC28848
Remote Similarity	0.6791	NPC285923
Remote Similarity	0.6786	NPC471574
Remote Similarity	0.6786	NPC104483
Remote Similarity	0.6782	NPC117032
Remote Similarity	0.6774	NPC148140
Remote Similarity	0.6772	NPC268534
Remote Similarity	0.6771	NPC45850

Drug Structure

NPD4643 OpenBabel08211705262D 29 31 0 0 0 0 0 0 0 0999 V2000 -10.3923 -0.0000 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 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 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 1.5000 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 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 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 -7.7942 -0.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 1.0000 -0.0000 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 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 16 1 0 0 0 0 5 19 2 0 0 0 0 6 8 1 0 0 0 0 6 17 2 0 0 0 0 7 9 2 0 0 0 0 7 17 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 16 22 2 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 25 2 0 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 26 28 2 0 0 0 0 27 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003830
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3185
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.18
ALogP	-1.6192
MLogP	3
XLogP	3.43
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	87.75
RO5 Violation	0