NPASS drugs

Drug Information

Drug ID:	NPD7224
Drug Name:	semotiadil
Molecular Formula:	C29H32N2O6S
Canonical SMILES:	COc1ccc(c(c1)[C@H]1Sc2ccccc2N(C1=O)C)OCCCN(CCOc1ccc2c(c1)OCO2)C
Standard InCHI:	InChI=1S/C29H32N2O6S/c1-30(14-16-34-21-10-12-25-26(18-21)37-19-36-25)13-6-15-35-24-11-9-20(33-3)17-22(24)28-29(32)31(2)23-7-4-5-8-27(23)38-28/h4-5,7-12,17-18,28H,6,13-16,19H2,1-3H3/t28-/m1/s1
Standard InCHIKey:	RKXVEXUAWGRFNP-MUUNZHRXSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7224

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	331
0.1-0.2	1728
0.2-0.3	6582
0.3-0.4	6504
0.4-0.5	6056
0.5-0.6	8741
0.6-0.7	918
0.7-0.8	30
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	0.7401	NPC157983
Intermediate Similarity	0.7401	NPC118154
Intermediate Similarity	0.7327	NPC5374
Intermediate Similarity	0.7318	NPC268077
Intermediate Similarity	0.7313	NPC87560
Intermediate Similarity	0.7313	NPC195120
Intermediate Similarity	0.729	NPC473716
Intermediate Similarity	0.729	NPC475597
Intermediate Similarity	0.7273	NPC207971
Intermediate Similarity	0.7202	NPC71124
Intermediate Similarity	0.7172	NPC131258
Intermediate Similarity	0.7137	NPC248903
Intermediate Similarity	0.7137	NPC268223
Intermediate Similarity	0.7123	NPC193906
Intermediate Similarity	0.7123	NPC23080
Intermediate Similarity	0.7112	NPC148124
Intermediate Similarity	0.711	NPC470646
Intermediate Similarity	0.7097	NPC254957
Intermediate Similarity	0.7094	NPC26928
Intermediate Similarity	0.7072	NPC328700
Intermediate Similarity	0.7072	NPC119818
Intermediate Similarity	0.7072	NPC2173
Intermediate Similarity	0.7072	NPC202771
Intermediate Similarity	0.7069	NPC99724
Intermediate Similarity	0.7059	NPC475654
Intermediate Similarity	0.7056	NPC133864
Intermediate Similarity	0.7056	NPC116007
Intermediate Similarity	0.7031	NPC55470
Intermediate Similarity	0.7009	NPC73492
Intermediate Similarity	0.7009	NPC299990
Remote Similarity	0.6983	NPC304837
Remote Similarity	0.6983	NPC476258
Remote Similarity	0.6944	NPC473786
Remote Similarity	0.6941	NPC302001
Remote Similarity	0.694	NPC134702
Remote Similarity	0.6926	NPC38964
Remote Similarity	0.6926	NPC113455
Remote Similarity	0.6923	NPC118189
Remote Similarity	0.692	NPC13249
Remote Similarity	0.6898	NPC83511
Remote Similarity	0.6892	NPC73020
Remote Similarity	0.6892	NPC46744
Remote Similarity	0.6892	NPC14622
Remote Similarity	0.6892	NPC124302
Remote Similarity	0.6892	NPC215098
Remote Similarity	0.6892	NPC70290
Remote Similarity	0.6883	NPC148391
Remote Similarity	0.6881	NPC312531
Remote Similarity	0.6875	NPC476429
Remote Similarity	0.6867	NPC82056
Remote Similarity	0.6864	NPC471825
Remote Similarity	0.6851	NPC76478
Remote Similarity	0.6849	NPC281581
Remote Similarity	0.6842	NPC120239
Remote Similarity	0.6833	NPC471563
Remote Similarity	0.683	NPC72788
Remote Similarity	0.683	NPC226652
Remote Similarity	0.683	NPC120671
Remote Similarity	0.683	NPC314100
Remote Similarity	0.6822	NPC293093
Remote Similarity	0.6818	NPC160113
Remote Similarity	0.6818	NPC476220
Remote Similarity	0.6814	NPC235698
Remote Similarity	0.681	NPC474858
Remote Similarity	0.6808	NPC329992
Remote Similarity	0.6806	NPC179704
Remote Similarity	0.6804	NPC208890
Remote Similarity	0.6804	NPC237579
Remote Similarity	0.6802	NPC477258
Remote Similarity	0.6798	NPC258128
Remote Similarity	0.6793	NPC475565
Remote Similarity	0.6793	NPC475292
Remote Similarity	0.6793	NPC475442
Remote Similarity	0.6793	NPC475349
Remote Similarity	0.679	NPC154922
Remote Similarity	0.6787	NPC24260
Remote Similarity	0.6784	NPC169605
Remote Similarity	0.6767	NPC114468
Remote Similarity	0.6765	NPC475624
Remote Similarity	0.6763	NPC476999
Remote Similarity	0.6758	NPC169387
Remote Similarity	0.6758	NPC477259
Remote Similarity	0.6756	NPC242728
Remote Similarity	0.6753	NPC220241
Remote Similarity	0.6753	NPC295479
Remote Similarity	0.6751	NPC470846
Remote Similarity	0.6744	NPC5167
Remote Similarity	0.6742	NPC63152
Remote Similarity	0.6738	NPC2905
Remote Similarity	0.6736	NPC476436
Remote Similarity	0.6726	NPC162653
Remote Similarity	0.6726	NPC149962
Remote Similarity	0.6725	NPC308943
Remote Similarity	0.6724	NPC116178
Remote Similarity	0.6723	NPC182853
Remote Similarity	0.6713	NPC329816
Remote Similarity	0.6711	NPC123859
Remote Similarity	0.6709	NPC7560
Remote Similarity	0.6698	NPC287152
Remote Similarity	0.6697	NPC249405
Remote Similarity	0.6696	NPC144314
Remote Similarity	0.6696	NPC311357
Remote Similarity	0.6695	NPC217903
Remote Similarity	0.6695	NPC321166
Remote Similarity	0.6693	NPC318068
Remote Similarity	0.6682	NPC63646
Remote Similarity	0.6682	NPC76682
Remote Similarity	0.6682	NPC10908
Remote Similarity	0.6682	NPC276890
Remote Similarity	0.6682	NPC317145
Remote Similarity	0.6682	NPC115284
Remote Similarity	0.6682	NPC198498
Remote Similarity	0.6682	NPC227060
Remote Similarity	0.6682	NPC317439
Remote Similarity	0.668	NPC477396
Remote Similarity	0.668	NPC315914
Remote Similarity	0.6667	NPC24954
Remote Similarity	0.6667	NPC50548
Remote Similarity	0.6667	NPC85613
Remote Similarity	0.6667	NPC93593
Remote Similarity	0.6667	NPC287588
Remote Similarity	0.6652	NPC257266
Remote Similarity	0.6652	NPC198160
Remote Similarity	0.6651	NPC473562
Remote Similarity	0.6651	NPC12424
Remote Similarity	0.6651	NPC251580
Remote Similarity	0.6651	NPC129518
Remote Similarity	0.6651	NPC41376
Remote Similarity	0.6638	NPC477666
Remote Similarity	0.6626	NPC314702
Remote Similarity	0.6624	NPC30749
Remote Similarity	0.6623	NPC257728
Remote Similarity	0.6606	NPC212237
Remote Similarity	0.6606	NPC116465
Remote Similarity	0.6605	NPC149090
Remote Similarity	0.6605	NPC19520
Remote Similarity	0.66	NPC477393
Remote Similarity	0.66	NPC124313
Remote Similarity	0.6598	NPC285254
Remote Similarity	0.6595	NPC153365
Remote Similarity	0.6594	NPC473460
Remote Similarity	0.6593	NPC83019
Remote Similarity	0.6593	NPC17677
Remote Similarity	0.6593	NPC234933
Remote Similarity	0.6591	NPC262725
Remote Similarity	0.6587	NPC169742
Remote Similarity	0.6581	NPC10732
Remote Similarity	0.6576	NPC129897
Remote Similarity	0.6574	NPC2314
Remote Similarity	0.6571	NPC316292
Remote Similarity	0.657	NPC473458
Remote Similarity	0.6565	NPC473422
Remote Similarity	0.6562	NPC120513
Remote Similarity	0.656	NPC190461
Remote Similarity	0.6558	NPC75958
Remote Similarity	0.6556	NPC231924
Remote Similarity	0.6552	NPC207873
Remote Similarity	0.6552	NPC100573
Remote Similarity	0.6549	NPC204580
Remote Similarity	0.6549	NPC24228
Remote Similarity	0.6548	NPC1608
Remote Similarity	0.6547	NPC82763
Remote Similarity	0.6543	NPC476997
Remote Similarity	0.6537	NPC59907
Remote Similarity	0.6537	NPC37144
Remote Similarity	0.6532	NPC214116
Remote Similarity	0.653	NPC27887
Remote Similarity	0.653	NPC220961
Remote Similarity	0.653	NPC475479
Remote Similarity	0.653	NPC243454
Remote Similarity	0.653	NPC244554
Remote Similarity	0.6528	NPC67978
Remote Similarity	0.6528	NPC303581
Remote Similarity	0.6527	NPC10653
Remote Similarity	0.6527	NPC476069
Remote Similarity	0.6527	NPC318525
Remote Similarity	0.6524	NPC46990
Remote Similarity	0.652	NPC84164
Remote Similarity	0.652	NPC207283
Remote Similarity	0.6516	NPC476998
Remote Similarity	0.6516	NPC476996
Remote Similarity	0.6512	NPC241055
Remote Similarity	0.6511	NPC305542
Remote Similarity	0.6507	NPC471489
Remote Similarity	0.6504	NPC308709
Remote Similarity	0.6502	NPC474904
Remote Similarity	0.6502	NPC29531
Remote Similarity	0.6502	NPC5674
Remote Similarity	0.6502	NPC471513
Remote Similarity	0.65	NPC32413
Remote Similarity	0.65	NPC239584
Remote Similarity	0.65	NPC329830
Remote Similarity	0.65	NPC46259
Remote Similarity	0.65	NPC474506
Remote Similarity	0.6498	NPC152680
Remote Similarity	0.6498	NPC190783
Remote Similarity	0.6498	NPC228040
Remote Similarity	0.6498	NPC232386
Remote Similarity	0.6496	NPC197125
Remote Similarity	0.6496	NPC203373

Drug Structure

NPD7224 OpenBabel08211711362D 38 42 0 0 1 0 0 0 0 0999 V2000 2.5981 4.5000 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 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 2.5000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 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 4.3301 4.5000 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 5.1962 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 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1991 3.5000 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 6.9282 4.0000 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 -0.8660 -0.5000 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 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 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 2 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 3.4641 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 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 -2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 O 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 9.6113 2.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 4.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 31 1 0 0 0 0 3 33 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 13 1 0 0 0 0 6 15 1 0 0 0 0 7 23 2 0 0 0 0 8 27 2 0 0 0 0 9 11 2 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 21 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 30 1 0 0 0 0 14 16 1 0 0 0 0 14 30 1 0 0 0 0 15 35 1 0 0 0 0 16 34 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 21 2 0 0 0 0 18 26 1 0 0 0 0 19 36 1 0 0 0 0 19 37 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 24 2 0 0 0 0 23 27 1 0 0 0 0 23 31 1 0 0 0 0 24 35 1 0 0 0 0 25 26 2 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 27 38 1 0 0 0 0 28 22 1 6 0 0 0 28 29 1 0 0 0 0 28 38 1 0 0 0 0 29 31 1 0 0 0 0 29 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013519
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	536.20
ALogP	-0.8878
MLogP	3.66
XLogP	4.397
HDA	3
HBD	0
Rotatable Bonds	14
TPSA	95
RO5 Violation	1