NPASS drugs

Drug Information

Drug ID:	NPD4340
Drug Name:	PD-153103
Molecular Formula:	C21H18O6S
Canonical SMILES:	OC(=O)COc1ccc(cc1)c1cc(O)c(c(=O)o1)SCCc1ccccc1
Standard InCHI:	InChI=1S/C21H18O6S/c22-17-12-18(15-6-8-16(9-7-15)26-13-19(23)24)27-21(25)20(17)28-11-10-14-4-2-1-3-5-14/h1-9,12,22H,10-11,13H2,(H,23,24)
Standard InCHIKey:	ZWVMLEVADZPJBJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4340

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	190
0.1-0.2	1131
0.2-0.3	2970
0.3-0.4	7850
0.4-0.5	5427
0.5-0.6	4033
0.6-0.7	7808
0.7-0.8	1480
0.8-0.85	1
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	0.8058	NPC281558
Intermediate Similarity	0.7958	NPC471664
Intermediate Similarity	0.7958	NPC471665
Intermediate Similarity	0.7945	NPC160378
Intermediate Similarity	0.7902	NPC126206
Intermediate Similarity	0.7842	NPC295970
Intermediate Similarity	0.7832	NPC166180
Intermediate Similarity	0.782	NPC264976
Intermediate Similarity	0.781	NPC168259
Intermediate Similarity	0.7794	NPC279379
Intermediate Similarity	0.7794	NPC315807
Intermediate Similarity	0.7793	NPC289690
Intermediate Similarity	0.7793	NPC288452
Intermediate Similarity	0.7786	NPC32463
Intermediate Similarity	0.7786	NPC296526
Intermediate Similarity	0.777	NPC110313
Intermediate Similarity	0.7754	NPC213552
Intermediate Similarity	0.7754	NPC120225
Intermediate Similarity	0.7744	NPC101503
Intermediate Similarity	0.773	NPC29734
Intermediate Similarity	0.771	NPC235250
Intermediate Similarity	0.7708	NPC71638
Intermediate Similarity	0.7708	NPC26954
Intermediate Similarity	0.7708	NPC64230
Intermediate Similarity	0.7708	NPC38099
Intermediate Similarity	0.7703	NPC471824
Intermediate Similarity	0.7698	NPC258567
Intermediate Similarity	0.7698	NPC121740
Intermediate Similarity	0.7698	NPC224774
Intermediate Similarity	0.7692	NPC473054
Intermediate Similarity	0.7692	NPC266116
Intermediate Similarity	0.7692	NPC135127
Intermediate Similarity	0.7681	NPC289459
Intermediate Similarity	0.7676	NPC5423
Intermediate Similarity	0.7674	NPC88868
Intermediate Similarity	0.7674	NPC25067
Intermediate Similarity	0.7674	NPC231251
Intermediate Similarity	0.7674	NPC183700
Intermediate Similarity	0.766	NPC113098
Intermediate Similarity	0.7656	NPC291837
Intermediate Similarity	0.7655	NPC474886
Intermediate Similarity	0.7652	NPC51345
Intermediate Similarity	0.7651	NPC226722
Intermediate Similarity	0.7647	NPC147654
Intermediate Similarity	0.7643	NPC2596
Intermediate Similarity	0.7643	NPC469453
Intermediate Similarity	0.7639	NPC214729
Intermediate Similarity	0.7632	NPC221091
Intermediate Similarity	0.7632	NPC259576
Intermediate Similarity	0.7622	NPC469449
Intermediate Similarity	0.7619	NPC186406
Intermediate Similarity	0.7619	NPC152771
Intermediate Similarity	0.7619	NPC195357
Intermediate Similarity	0.7609	NPC246704
Intermediate Similarity	0.7609	NPC94276
Intermediate Similarity	0.7609	NPC109822
Intermediate Similarity	0.7606	NPC198388
Intermediate Similarity	0.7606	NPC250727
Intermediate Similarity	0.7606	NPC272650
Intermediate Similarity	0.7606	NPC267336
Intermediate Similarity	0.7603	NPC279573
Intermediate Similarity	0.7603	NPC151946
Intermediate Similarity	0.7603	NPC211110
Intermediate Similarity	0.7591	NPC71090
Intermediate Similarity	0.7589	NPC241354
Intermediate Similarity	0.7589	NPC253595
Intermediate Similarity	0.7589	NPC83062
Intermediate Similarity	0.7586	NPC471719
Intermediate Similarity	0.7584	NPC185127
Intermediate Similarity	0.7582	NPC300329
Intermediate Similarity	0.7578	NPC157473
Intermediate Similarity	0.7578	NPC151530
Intermediate Similarity	0.7574	NPC163200
Intermediate Similarity	0.7574	NPC235190
Intermediate Similarity	0.7574	NPC180006
Intermediate Similarity	0.7571	NPC288416
Intermediate Similarity	0.7571	NPC473993
Intermediate Similarity	0.7569	NPC50896
Intermediate Similarity	0.7569	NPC476387
Intermediate Similarity	0.7569	NPC119060
Intermediate Similarity	0.7569	NPC249791
Intermediate Similarity	0.7569	NPC111635
Intermediate Similarity	0.7569	NPC309744
Intermediate Similarity	0.7569	NPC237594
Intermediate Similarity	0.7569	NPC204353
Intermediate Similarity	0.7569	NPC131950
Intermediate Similarity	0.7569	NPC326600
Intermediate Similarity	0.7568	NPC145319
Intermediate Similarity	0.7559	NPC473855
Intermediate Similarity	0.7556	NPC295259
Intermediate Similarity	0.7556	NPC37858
Intermediate Similarity	0.7554	NPC194519
Intermediate Similarity	0.7554	NPC87113
Intermediate Similarity	0.7552	NPC61
Intermediate Similarity	0.7552	NPC245120
Intermediate Similarity	0.7552	NPC18074
Intermediate Similarity	0.7552	NPC5419
Intermediate Similarity	0.7552	NPC25581
Intermediate Similarity	0.7551	NPC312881
Intermediate Similarity	0.755	NPC97240
Intermediate Similarity	0.755	NPC476347
Intermediate Similarity	0.755	NPC231149
Intermediate Similarity	0.7537	NPC263754
Intermediate Similarity	0.7537	NPC183154
Intermediate Similarity	0.7536	NPC473942
Intermediate Similarity	0.7536	NPC14141
Intermediate Similarity	0.7534	NPC153818
Intermediate Similarity	0.7534	NPC225106
Intermediate Similarity	0.7534	NPC212124
Intermediate Similarity	0.7534	NPC471068
Intermediate Similarity	0.7534	NPC294456
Intermediate Similarity	0.7534	NPC155963
Intermediate Similarity	0.7534	NPC184861
Intermediate Similarity	0.7534	NPC471069
Intermediate Similarity	0.7534	NPC232246
Intermediate Similarity	0.7534	NPC281014
Intermediate Similarity	0.7533	NPC143120
Intermediate Similarity	0.7533	NPC274960
Intermediate Similarity	0.7533	NPC473909
Intermediate Similarity	0.7533	NPC86069
Intermediate Similarity	0.7519	NPC206341
Intermediate Similarity	0.7518	NPC72529
Intermediate Similarity	0.7518	NPC87224
Intermediate Similarity	0.7518	NPC52247
Intermediate Similarity	0.7518	NPC210674
Intermediate Similarity	0.7518	NPC219923
Intermediate Similarity	0.7518	NPC187868
Intermediate Similarity	0.7518	NPC146540
Intermediate Similarity	0.7518	NPC222572
Intermediate Similarity	0.7517	NPC478239
Intermediate Similarity	0.7517	NPC110067
Intermediate Similarity	0.7517	NPC472525
Intermediate Similarity	0.7517	NPC256555
Intermediate Similarity	0.7517	NPC7439
Intermediate Similarity	0.7517	NPC91492
Intermediate Similarity	0.7517	NPC34245
Intermediate Similarity	0.75	NPC207002
Intermediate Similarity	0.75	NPC155209
Intermediate Similarity	0.75	NPC471910
Intermediate Similarity	0.75	NPC191037
Intermediate Similarity	0.75	NPC167111
Intermediate Similarity	0.75	NPC168799
Intermediate Similarity	0.75	NPC176971
Intermediate Similarity	0.75	NPC178284
Intermediate Similarity	0.75	NPC133956
Intermediate Similarity	0.75	NPC318400
Intermediate Similarity	0.75	NPC36490
Intermediate Similarity	0.75	NPC287286
Intermediate Similarity	0.75	NPC476348
Intermediate Similarity	0.75	NPC187398
Intermediate Similarity	0.75	NPC31849
Intermediate Similarity	0.75	NPC31314
Intermediate Similarity	0.75	NPC296624
Intermediate Similarity	0.75	NPC193193
Intermediate Similarity	0.75	NPC58607
Intermediate Similarity	0.7483	NPC268515
Intermediate Similarity	0.7483	NPC471071
Intermediate Similarity	0.7483	NPC284409
Intermediate Similarity	0.7483	NPC40222
Intermediate Similarity	0.7483	NPC471070
Intermediate Similarity	0.7483	NPC144512
Intermediate Similarity	0.7483	NPC278600
Intermediate Similarity	0.7483	NPC137262
Intermediate Similarity	0.7483	NPC37428
Intermediate Similarity	0.7483	NPC471072
Intermediate Similarity	0.7483	NPC47040
Intermediate Similarity	0.7483	NPC35501
Intermediate Similarity	0.7482	NPC146886
Intermediate Similarity	0.7482	NPC201667
Intermediate Similarity	0.7482	NPC114901
Intermediate Similarity	0.7482	NPC73413
Intermediate Similarity	0.7482	NPC229113
Intermediate Similarity	0.7482	NPC221798
Intermediate Similarity	0.7482	NPC48990
Intermediate Similarity	0.7482	NPC293701
Intermediate Similarity	0.7482	NPC89630
Intermediate Similarity	0.7482	NPC60517
Intermediate Similarity	0.7482	NPC20443
Intermediate Similarity	0.7481	NPC96705
Intermediate Similarity	0.7481	NPC277460
Intermediate Similarity	0.7481	NPC74821
Intermediate Similarity	0.748	NPC109637
Intermediate Similarity	0.7467	NPC473090
Intermediate Similarity	0.7467	NPC292443
Intermediate Similarity	0.7467	NPC232228
Intermediate Similarity	0.7466	NPC224543
Intermediate Similarity	0.7466	NPC286843
Intermediate Similarity	0.7466	NPC87043
Intermediate Similarity	0.7466	NPC103409
Intermediate Similarity	0.7466	NPC476420
Intermediate Similarity	0.7466	NPC78746
Intermediate Similarity	0.7466	NPC188380
Intermediate Similarity	0.7465	NPC5851
Intermediate Similarity	0.7465	NPC86030
Intermediate Similarity	0.7463	NPC473556
Intermediate Similarity	0.7463	NPC301651
Intermediate Similarity	0.7462	NPC265211
Intermediate Similarity	0.7462	NPC306045
Intermediate Similarity	0.7462	NPC79543
Intermediate Similarity	0.7451	NPC287294

Drug Structure

NPD4340 OpenBabel08211705262D 30 32 0 0 0 0 0 0 0 0999 V2000 -5.1962 -2.0000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 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 2.5981 -0.5000 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 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 0.8660 -1.5000 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 -3.4641 -3.0000 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 3.4641 1.0000 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 0.8660 -0.5000 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 -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 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 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 5 2 0 0 0 0 4 14 2 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 11 28 1 0 0 0 0 12 17 1 0 0 0 0 12 18 2 0 0 0 0 13 19 1 0 0 0 0 13 26 1 0 0 0 0 15 18 1 0 0 0 0 16 26 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 27 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 20 28 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009623
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	398.08
ALogP	-0.3501
MLogP	3
XLogP	5.944
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	118.36
RO5 Violation	1