NPASS drugs

Drug Information

Drug ID:	NPD953
Drug Name:
Molecular Formula:	C13H11N3O4S2
Canonical SMILES:	OC(=C1C(=O)c2sccc2S(=O)(=O)N1C)Nc1ccccn1
Standard InCHI:	InChI=1S/C13H11N3O4S2/c1-16-10(13(18)15-9-4-2-3-6-14-9)11(17)12-8(5-7-21-12)22(16,19)20/h2-7,18H,1H3,(H,14,15)
Standard InCHIKey:	WZWYJBNHTWCXIM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD953

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	466
0.1-0.2	10999
0.2-0.3	13905
0.3-0.4	2698
0.4-0.5	1768
0.5-0.6	1007
0.6-0.7	47
0.7-0.8	0
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
Remote Similarity	0.6579	NPC209362
Remote Similarity	0.6578	NPC105811
Remote Similarity	0.6559	NPC467188
Remote Similarity	0.6526	NPC143325
Remote Similarity	0.651	NPC213914
Remote Similarity	0.6456	NPC103119
Remote Similarity	0.6456	NPC255909
Remote Similarity	0.6429	NPC291517
Remote Similarity	0.6372	NPC138562
Remote Similarity	0.6355	NPC469308
Remote Similarity	0.6354	NPC251391
Remote Similarity	0.6321	NPC229055
Remote Similarity	0.6302	NPC70406
Remote Similarity	0.6289	NPC74357
Remote Similarity	0.6287	NPC315715
Remote Similarity	0.6279	NPC84268
Remote Similarity	0.627	NPC472288
Remote Similarity	0.6256	NPC116555
Remote Similarity	0.6256	NPC469897
Remote Similarity	0.6244	NPC191415
Remote Similarity	0.6198	NPC123906
Remote Similarity	0.6195	NPC40530
Remote Similarity	0.6195	NPC314281
Remote Similarity	0.6193	NPC88115
Remote Similarity	0.6188	NPC313823
Remote Similarity	0.6188	NPC314557
Remote Similarity	0.6176	NPC157583
Remote Similarity	0.6175	NPC106757
Remote Similarity	0.6167	NPC135488
Remote Similarity	0.6166	NPC313889
Remote Similarity	0.6134	NPC472260
Remote Similarity	0.6106	NPC285923
Remote Similarity	0.6093	NPC272483
Remote Similarity	0.6082	NPC473878
Remote Similarity	0.6075	NPC23215
Remote Similarity	0.6071	NPC120070
Remote Similarity	0.6061	NPC80681
Remote Similarity	0.6061	NPC474492
Remote Similarity	0.6059	NPC54214
Remote Similarity	0.6055	NPC98864
Remote Similarity	0.605	NPC306160
Remote Similarity	0.6033	NPC477420
Remote Similarity	0.6033	NPC477418
Remote Similarity	0.603	NPC470680
Remote Similarity	0.603	NPC100104
Remote Similarity	0.6019	NPC284775
Remote Similarity	0.6	NPC471322
Remote Similarity	0.5991	NPC248782
Remote Similarity	0.5981	NPC102755
Remote Similarity	0.5981	NPC476413
Remote Similarity	0.5981	NPC270834
Remote Similarity	0.5979	NPC100726
Remote Similarity	0.5978	NPC71236
Remote Similarity	0.5972	NPC476527
Remote Similarity	0.5971	NPC476419
Remote Similarity	0.5971	NPC136441
Remote Similarity	0.5969	NPC470679
Remote Similarity	0.5969	NPC216713
Remote Similarity	0.5969	NPC217021
Remote Similarity	0.5965	NPC267811
Remote Similarity	0.5962	NPC73994
Remote Similarity	0.5961	NPC70949
Remote Similarity	0.5955	NPC469716
Remote Similarity	0.5953	NPC476414
Remote Similarity	0.595	NPC473706
Remote Similarity	0.5943	NPC477415
Remote Similarity	0.5943	NPC23476
Remote Similarity	0.5943	NPC474259
Remote Similarity	0.5941	NPC233380
Remote Similarity	0.5938	NPC320863
Remote Similarity	0.5928	NPC302159
Remote Similarity	0.5923	NPC19170
Remote Similarity	0.5922	NPC317054
Remote Similarity	0.5921	NPC147983
Remote Similarity	0.5921	NPC177996
Remote Similarity	0.5918	NPC471655
Remote Similarity	0.5907	NPC216550
Remote Similarity	0.5901	NPC473239
Remote Similarity	0.5896	NPC118084
Remote Similarity	0.5896	NPC469359
Remote Similarity	0.5893	NPC475024
Remote Similarity	0.5891	NPC265100
Remote Similarity	0.589	NPC284338
Remote Similarity	0.5886	NPC473901
Remote Similarity	0.5885	NPC164228
Remote Similarity	0.588	NPC326422
Remote Similarity	0.5877	NPC477003
Remote Similarity	0.5872	NPC167710
Remote Similarity	0.5872	NPC106824
Remote Similarity	0.5865	NPC237188
Remote Similarity	0.5865	NPC83774
Remote Similarity	0.586	NPC476460
Remote Similarity	0.5856	NPC56856
Remote Similarity	0.5854	NPC91895
Remote Similarity	0.5853	NPC294693
Remote Similarity	0.5847	NPC297862
Remote Similarity	0.5845	NPC476143
Remote Similarity	0.5845	NPC97106
Remote Similarity	0.5838	NPC471589
Remote Similarity	0.5837	NPC265710
Remote Similarity	0.5833	NPC41982
Remote Similarity	0.5833	NPC47190
Remote Similarity	0.5829	NPC33229
Remote Similarity	0.5818	NPC237414
Remote Similarity	0.5818	NPC474767
Remote Similarity	0.5816	NPC471957
Remote Similarity	0.5814	NPC268966
Remote Similarity	0.5812	NPC476817
Remote Similarity	0.5811	NPC472063
Remote Similarity	0.5811	NPC472069
Remote Similarity	0.5811	NPC472062
Remote Similarity	0.5811	NPC182507
Remote Similarity	0.581	NPC61011
Remote Similarity	0.581	NPC16659
Remote Similarity	0.5808	NPC470823
Remote Similarity	0.5802	NPC46895
Remote Similarity	0.5798	NPC330326
Remote Similarity	0.5789	NPC248454
Remote Similarity	0.5789	NPC473380
Remote Similarity	0.5789	NPC240088
Remote Similarity	0.5787	NPC210123
Remote Similarity	0.5785	NPC178664
Remote Similarity	0.5785	NPC317701
Remote Similarity	0.5783	NPC470731
Remote Similarity	0.5779	NPC312860
Remote Similarity	0.5778	NPC11863
Remote Similarity	0.5773	NPC34837
Remote Similarity	0.5769	NPC469529
Remote Similarity	0.5761	NPC166424
Remote Similarity	0.5761	NPC245244
Remote Similarity	0.5761	NPC146373
Remote Similarity	0.5759	NPC314930
Remote Similarity	0.5759	NPC65408
Remote Similarity	0.5759	NPC214827
Remote Similarity	0.5756	NPC41717
Remote Similarity	0.5753	NPC287895
Remote Similarity	0.5749	NPC226835
Remote Similarity	0.5748	NPC141612
Remote Similarity	0.5748	NPC17273
Remote Similarity	0.5748	NPC135601
Remote Similarity	0.5735	NPC477042
Remote Similarity	0.5735	NPC274981
Remote Similarity	0.5734	NPC304203
Remote Similarity	0.5734	NPC221726
Remote Similarity	0.5734	NPC477414
Remote Similarity	0.5734	NPC225622
Remote Similarity	0.5733	NPC472065
Remote Similarity	0.5733	NPC472064
Remote Similarity	0.5728	NPC467063
Remote Similarity	0.5727	NPC174281
Remote Similarity	0.5727	NPC473814
Remote Similarity	0.5727	NPC475286
Remote Similarity	0.5727	NPC472070
Remote Similarity	0.5727	NPC78767
Remote Similarity	0.5721	NPC31385
Remote Similarity	0.5721	NPC121327
Remote Similarity	0.5721	NPC75726
Remote Similarity	0.5721	NPC74382
Remote Similarity	0.5721	NPC110602
Remote Similarity	0.5721	NPC206251
Remote Similarity	0.5708	NPC202812
Remote Similarity	0.5708	NPC93390
Remote Similarity	0.5707	NPC27740
Remote Similarity	0.5707	NPC42372
Remote Similarity	0.5707	NPC102664
Remote Similarity	0.5707	NPC328029
Remote Similarity	0.5702	NPC312942
Remote Similarity	0.5702	NPC327095
Remote Similarity	0.5702	NPC253987
Remote Similarity	0.5694	NPC293216
Remote Similarity	0.5694	NPC472289
Remote Similarity	0.5694	NPC209917
Remote Similarity	0.5692	NPC190296
Remote Similarity	0.5686	NPC242116
Remote Similarity	0.5685	NPC63279
Remote Similarity	0.5682	NPC329765
Remote Similarity	0.5682	NPC48117
Remote Similarity	0.5682	NPC476526
Remote Similarity	0.5681	NPC163055
Remote Similarity	0.568	NPC49217
Remote Similarity	0.5678	NPC40455
Remote Similarity	0.5677	NPC114310
Remote Similarity	0.5676	NPC19696
Remote Similarity	0.5676	NPC136957
Remote Similarity	0.5673	NPC28096
Remote Similarity	0.5673	NPC227489
Remote Similarity	0.5673	NPC476421
Remote Similarity	0.567	NPC143977
Remote Similarity	0.5668	NPC154339
Remote Similarity	0.5667	NPC151635
Remote Similarity	0.5667	NPC470323
Remote Similarity	0.5662	NPC473821
Remote Similarity	0.5662	NPC267343
Remote Similarity	0.5661	NPC297642
Remote Similarity	0.5661	NPC475635
Remote Similarity	0.5661	NPC101165
Remote Similarity	0.5659	NPC476418
Remote Similarity	0.5659	NPC206148
Remote Similarity	0.5656	NPC74153
Remote Similarity	0.5656	NPC227582

Drug Structure

NPD953 OpenBabel08201723592D 24 26 0 0 0 0 0 0 0 0999 V2000 1.7321 0.0000 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 5.1962 3.0000 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 -1.8171 0.1910 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 -2.4049 1.0000 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 3.4641 2.0000 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 -0.0000 2.0000 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 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 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 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.8090 0.0000 S 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 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 9 2 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 14 2 0 0 0 0 7 21 1 0 0 0 0 8 12 2 0 0 0 0 8 22 1 0 0 0 0 9 14 1 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 13 2 3 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 17 2 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 18 24 1 0 0 0 0 19 22 2 0 0 0 0 20 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000736
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5397
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.02
ALogP	-1.0138
MLogP	1.9
XLogP	2.88
HDA	7
HBD	2
Rotatable Bonds	4
TPSA	136.22
RO5 Violation	0