NPASS drugs

Drug Information

Drug ID:	NPD5043
Drug Name:	ZD-1611
Molecular Formula:	C22H24N4O5S
Canonical SMILES:	COc1nc(C)c[nH]c1=NS(=O)(=O)c1cccnc1c1ccc(cc1)CC(C(=O)O)(C)C
Standard InCHI:	InChI=1S/C22H24N4O5S/c1-14-13-24-19(20(25-14)31-4)26-32(29,30)17-6-5-11-23-18(17)16-9-7-15(8-10-16)12-22(2,3)21(27)28/h5-11,13H,12H2,1-4H3,(H,24,26)(H,27,28)
Standard InCHIKey:	CDBNTQYPMBJKQZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5043

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	216
0.1-0.2	1462
0.2-0.3	9608
0.3-0.4	14732
0.4-0.5	2180
0.5-0.6	1722
0.6-0.7	931
0.7-0.8	39
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	0.75	NPC213468
Intermediate Similarity	0.7382	NPC477976
Intermediate Similarity	0.736	NPC235684
Intermediate Similarity	0.732	NPC126709
Intermediate Similarity	0.732	NPC283219
Intermediate Similarity	0.732	NPC248041
Intermediate Similarity	0.7306	NPC267885
Intermediate Similarity	0.7254	NPC149155
Intermediate Similarity	0.7254	NPC203468
Intermediate Similarity	0.7254	NPC110500
Intermediate Similarity	0.7254	NPC469938
Intermediate Similarity	0.7225	NPC78020
Intermediate Similarity	0.7206	NPC272483
Intermediate Similarity	0.72	NPC321708
Intermediate Similarity	0.7198	NPC476874
Intermediate Similarity	0.7179	NPC145885
Intermediate Similarity	0.7179	NPC14113
Intermediate Similarity	0.7179	NPC84827
Intermediate Similarity	0.7172	NPC228835
Intermediate Similarity	0.7129	NPC473376
Intermediate Similarity	0.7103	NPC54744
Intermediate Similarity	0.7092	NPC248454
Intermediate Similarity	0.7083	NPC474561
Intermediate Similarity	0.7083	NPC49954
Intermediate Similarity	0.7075	NPC478158
Intermediate Similarity	0.7056	NPC11126
Intermediate Similarity	0.7056	NPC248462
Intermediate Similarity	0.7051	NPC281049
Intermediate Similarity	0.7047	NPC63751
Intermediate Similarity	0.7044	NPC473763
Intermediate Similarity	0.7044	NPC117244
Intermediate Similarity	0.7035	NPC163055
Intermediate Similarity	0.7031	NPC477975
Intermediate Similarity	0.7024	NPC294693
Intermediate Similarity	0.702	NPC469896
Intermediate Similarity	0.7016	NPC282231
Intermediate Similarity	0.7015	NPC62749
Intermediate Similarity	0.7015	NPC94752
Intermediate Similarity	0.7005	NPC111275
Remote Similarity	0.6995	NPC160105
Remote Similarity	0.6991	NPC478157
Remote Similarity	0.6985	NPC71037
Remote Similarity	0.698	NPC17059
Remote Similarity	0.6979	NPC311276
Remote Similarity	0.6979	NPC194640
Remote Similarity	0.6977	NPC153980
Remote Similarity	0.6977	NPC6865
Remote Similarity	0.697	NPC219336
Remote Similarity	0.697	NPC55772
Remote Similarity	0.6968	NPC469763
Remote Similarity	0.6968	NPC25008
Remote Similarity	0.6968	NPC259644
Remote Similarity	0.6968	NPC469786
Remote Similarity	0.6968	NPC73952
Remote Similarity	0.6968	NPC469765
Remote Similarity	0.6968	NPC469760
Remote Similarity	0.6963	NPC279918
Remote Similarity	0.6959	NPC471192
Remote Similarity	0.6952	NPC193761
Remote Similarity	0.6947	NPC469762
Remote Similarity	0.6947	NPC469897
Remote Similarity	0.6942	NPC157828
Remote Similarity	0.6942	NPC195239
Remote Similarity	0.6931	NPC70922
Remote Similarity	0.6931	NPC211572
Remote Similarity	0.6931	NPC212376
Remote Similarity	0.6931	NPC80597
Remote Similarity	0.6931	NPC75540
Remote Similarity	0.693	NPC72956
Remote Similarity	0.6919	NPC217372
Remote Similarity	0.6919	NPC183662
Remote Similarity	0.6919	NPC59269
Remote Similarity	0.6919	NPC15573
Remote Similarity	0.6912	NPC314333
Remote Similarity	0.6908	NPC11445
Remote Similarity	0.6907	NPC54988
Remote Similarity	0.6907	NPC41717
Remote Similarity	0.6901	NPC323927
Remote Similarity	0.6895	NPC469785
Remote Similarity	0.6892	NPC64216
Remote Similarity	0.6881	NPC280290
Remote Similarity	0.6875	NPC262898
Remote Similarity	0.6872	NPC201700
Remote Similarity	0.6866	NPC143533
Remote Similarity	0.6863	NPC213629
Remote Similarity	0.6863	NPC175474
Remote Similarity	0.686	NPC289299
Remote Similarity	0.686	NPC57994
Remote Similarity	0.6859	NPC129721
Remote Similarity	0.6853	NPC314603
Remote Similarity	0.6847	NPC315555
Remote Similarity	0.6842	NPC470499
Remote Similarity	0.6834	NPC64436
Remote Similarity	0.6834	NPC151939
Remote Similarity	0.6832	NPC207851
Remote Similarity	0.6832	NPC165495
Remote Similarity	0.6827	NPC179701
Remote Similarity	0.6825	NPC300183
Remote Similarity	0.682	NPC31385
Remote Similarity	0.682	NPC471193
Remote Similarity	0.682	NPC207020
Remote Similarity	0.682	NPC75634
Remote Similarity	0.682	NPC75726
Remote Similarity	0.682	NPC110602
Remote Similarity	0.682	NPC471194
Remote Similarity	0.681	NPC293917
Remote Similarity	0.6806	NPC234999
Remote Similarity	0.6804	NPC470732
Remote Similarity	0.6804	NPC470731
Remote Similarity	0.6802	NPC470498
Remote Similarity	0.6784	NPC474877
Remote Similarity	0.6784	NPC475969
Remote Similarity	0.6784	NPC475859
Remote Similarity	0.6777	NPC252338
Remote Similarity	0.6766	NPC300688
Remote Similarity	0.6763	NPC47190
Remote Similarity	0.6762	NPC248782
Remote Similarity	0.6762	NPC52557
Remote Similarity	0.6761	NPC98715
Remote Similarity	0.6758	NPC313640
Remote Similarity	0.6756	NPC472762
Remote Similarity	0.6754	NPC89987
Remote Similarity	0.6749	NPC467063
Remote Similarity	0.6748	NPC329858
Remote Similarity	0.6744	NPC54420
Remote Similarity	0.6744	NPC46225
Remote Similarity	0.6744	NPC225821
Remote Similarity	0.6743	NPC475778
Remote Similarity	0.6742	NPC477714
Remote Similarity	0.674	NPC477175
Remote Similarity	0.674	NPC470729
Remote Similarity	0.674	NPC470730
Remote Similarity	0.674	NPC477176
Remote Similarity	0.6738	NPC314372
Remote Similarity	0.6732	NPC472323
Remote Similarity	0.673	NPC103361
Remote Similarity	0.6727	NPC147983
Remote Similarity	0.6727	NPC177996
Remote Similarity	0.6725	NPC63279
Remote Similarity	0.6722	NPC101165
Remote Similarity	0.6719	NPC285469
Remote Similarity	0.6718	NPC78375
Remote Similarity	0.6718	NPC40779
Remote Similarity	0.6718	NPC476446
Remote Similarity	0.6718	NPC469813
Remote Similarity	0.6716	NPC15102
Remote Similarity	0.6714	NPC227582
Remote Similarity	0.6714	NPC260900
Remote Similarity	0.6714	NPC469736
Remote Similarity	0.6713	NPC127677
Remote Similarity	0.6713	NPC266249
Remote Similarity	0.6713	NPC258062
Remote Similarity	0.6712	NPC317752
Remote Similarity	0.6711	NPC477177
Remote Similarity	0.67	NPC469358
Remote Similarity	0.6699	NPC135950
Remote Similarity	0.6699	NPC220151
Remote Similarity	0.6699	NPC19692
Remote Similarity	0.6698	NPC470497
Remote Similarity	0.6698	NPC214428
Remote Similarity	0.6697	NPC477715
Remote Similarity	0.6696	NPC297642
Remote Similarity	0.6683	NPC473342
Remote Similarity	0.6683	NPC477167
Remote Similarity	0.6682	NPC271862
Remote Similarity	0.6682	NPC162860
Remote Similarity	0.6682	NPC171317
Remote Similarity	0.6682	NPC149708
Remote Similarity	0.6681	NPC165743
Remote Similarity	0.6667	NPC68354
Remote Similarity	0.6667	NPC225018
Remote Similarity	0.6667	NPC98864
Remote Similarity	0.6667	NPC318299
Remote Similarity	0.6667	NPC477974
Remote Similarity	0.6652	NPC2395
Remote Similarity	0.6652	NPC36405
Remote Similarity	0.6651	NPC74413
Remote Similarity	0.6651	NPC123839
Remote Similarity	0.6651	NPC473239
Remote Similarity	0.665	NPC278434
Remote Similarity	0.665	NPC317030
Remote Similarity	0.665	NPC204565
Remote Similarity	0.665	NPC233936
Remote Similarity	0.6637	NPC125597
Remote Similarity	0.6636	NPC57398
Remote Similarity	0.6636	NPC229348
Remote Similarity	0.6635	NPC138370
Remote Similarity	0.6633	NPC6982
Remote Similarity	0.6631	NPC190296
Remote Similarity	0.6621	NPC82370
Remote Similarity	0.6621	NPC320968
Remote Similarity	0.662	NPC317373
Remote Similarity	0.6619	NPC202812
Remote Similarity	0.6618	NPC63199
Remote Similarity	0.6618	NPC65215
Remote Similarity	0.6618	NPC196251
Remote Similarity	0.6618	NPC173028
Remote Similarity	0.6618	NPC102338
Remote Similarity	0.6618	NPC255909
Remote Similarity	0.6618	NPC111602

Drug Structure

NPD5043 OpenBabel08211706322D 34 36 0 0 0 0 0 0 0 0999 V2000 3.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 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 1.5000 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 -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 -1.7321 -0.0000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 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 -1.7321 1.0000 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 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -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 -0.8660 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 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 3.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 31 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 23 2 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 16 18 1 0 0 0 0 17 18 2 0 0 0 0 17 32 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 19 26 2 3 0 0 0 20 25 2 0 0 0 0 20 31 1 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 24 33 1 0 0 0 0 26 32 1 0 0 0 0 28 34 1 0 0 0 0 29 32 2 0 0 0 0 30 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004873
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.15
ALogP	-0.3085
MLogP	2.78
XLogP	4.806
HDA	9
HBD	2
Rotatable Bonds	12
TPSA	138.69
RO5 Violation	0