NPASS drugs

Drug Information

Drug ID:	NPD4556
Drug Name:	Pipazethate
Molecular Formula:	C21H25N3O3S
Canonical SMILES:	O=C(N1c2ccccc2Sc2c1nccc2)OCCOCCN1CCCCC1
Standard InCHI:	InChI=1S/C21H25N3O3S/c25-21(27-16-15-26-14-13-23-11-4-1-5-12-23)24-17-7-2-3-8-18(17)28-19-9-6-10-22-20(19)24/h2-3,6-10H,1,4-5,11-16H2
Standard InCHIKey:	DTVJXCOMJLLMAK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4556

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	434
0.1-0.2	10834
0.2-0.3	13958
0.3-0.4	2696
0.4-0.5	2009
0.5-0.6	932
0.6-0.7	27
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	0.6648	NPC321617
Remote Similarity	0.6473	NPC214827
Remote Similarity	0.6473	NPC314930
Remote Similarity	0.6442	NPC84268
Remote Similarity	0.6412	NPC135488
Remote Similarity	0.6387	NPC116961
Remote Similarity	0.6381	NPC475024
Remote Similarity	0.6329	NPC469308
Remote Similarity	0.6311	NPC313421
Remote Similarity	0.6298	NPC182507
Remote Similarity	0.6243	NPC320863
Remote Similarity	0.6227	NPC253987
Remote Similarity	0.6207	NPC476131
Remote Similarity	0.6203	NPC120070
Remote Similarity	0.6171	NPC69914
Remote Similarity	0.6108	NPC477974
Remote Similarity	0.6105	NPC476322
Remote Similarity	0.6091	NPC203754
Remote Similarity	0.6091	NPC150048
Remote Similarity	0.6089	NPC328029
Remote Similarity	0.6062	NPC477975
Remote Similarity	0.6051	NPC91895
Remote Similarity	0.6045	NPC256893
Remote Similarity	0.6045	NPC471322
Remote Similarity	0.6041	NPC317054
Remote Similarity	0.6024	NPC473901
Remote Similarity	0.6018	NPC297862
Remote Similarity	0.5988	NPC56856
Remote Similarity	0.5969	NPC469897
Remote Similarity	0.5967	NPC314102
Remote Similarity	0.5967	NPC251722
Remote Similarity	0.5966	NPC287895
Remote Similarity	0.5962	NPC143325
Remote Similarity	0.5959	NPC71079
Remote Similarity	0.5956	NPC19170
Remote Similarity	0.5955	NPC101165
Remote Similarity	0.5955	NPC470731
Remote Similarity	0.5951	NPC231655
Remote Similarity	0.5938	NPC327095
Remote Similarity	0.5938	NPC312942
Remote Similarity	0.5928	NPC474217
Remote Similarity	0.5911	NPC40455
Remote Similarity	0.5909	NPC314557
Remote Similarity	0.5906	NPC11863
Remote Similarity	0.5902	NPC206251
Remote Similarity	0.5902	NPC74382
Remote Similarity	0.5897	NPC85918
Remote Similarity	0.5882	NPC297486
Remote Similarity	0.5882	NPC240136
Remote Similarity	0.5882	NPC471402
Remote Similarity	0.5875	NPC83987
Remote Similarity	0.5874	NPC255909
Remote Similarity	0.5871	NPC12649
Remote Similarity	0.5867	NPC127730
Remote Similarity	0.5867	NPC278366
Remote Similarity	0.5862	NPC143533
Remote Similarity	0.5862	NPC472104
Remote Similarity	0.5862	NPC46358
Remote Similarity	0.5853	NPC66699
Remote Similarity	0.585	NPC315715
Remote Similarity	0.5848	NPC91958
Remote Similarity	0.5846	NPC476446
Remote Similarity	0.5846	NPC478182
Remote Similarity	0.5846	NPC469813
Remote Similarity	0.5846	NPC78375
Remote Similarity	0.5842	NPC16659
Remote Similarity	0.5833	NPC107160
Remote Similarity	0.5825	NPC81229
Remote Similarity	0.5825	NPC255229
Remote Similarity	0.5819	NPC471311
Remote Similarity	0.5819	NPC471313
Remote Similarity	0.5812	NPC200214
Remote Similarity	0.5811	NPC177996
Remote Similarity	0.5811	NPC147983
Remote Similarity	0.581	NPC294693
Remote Similarity	0.581	NPC282398
Remote Similarity	0.5806	NPC175916
Remote Similarity	0.5805	NPC329825
Remote Similarity	0.5797	NPC472289
Remote Similarity	0.5797	NPC224327
Remote Similarity	0.5795	NPC273714
Remote Similarity	0.5795	NPC166424
Remote Similarity	0.5795	NPC245244
Remote Similarity	0.5795	NPC146373
Remote Similarity	0.5792	NPC265710
Remote Similarity	0.5792	NPC65408
Remote Similarity	0.5789	NPC40070
Remote Similarity	0.5787	NPC56233
Remote Similarity	0.5787	NPC313823
Remote Similarity	0.5787	NPC49217
Remote Similarity	0.5787	NPC89490
Remote Similarity	0.5784	NPC325093
Remote Similarity	0.5775	NPC471323
Remote Similarity	0.5773	NPC124636
Remote Similarity	0.5773	NPC293487
Remote Similarity	0.5771	NPC476817
Remote Similarity	0.5771	NPC290094
Remote Similarity	0.5759	NPC470233
Remote Similarity	0.5756	NPC143603
Remote Similarity	0.5756	NPC284559
Remote Similarity	0.5754	NPC329896
Remote Similarity	0.5754	NPC475105
Remote Similarity	0.5754	NPC475090
Remote Similarity	0.5749	NPC27802
Remote Similarity	0.5747	NPC48564
Remote Similarity	0.5747	NPC182570
Remote Similarity	0.5747	NPC193370
Remote Similarity	0.5747	NPC265605
Remote Similarity	0.574	NPC470732
Remote Similarity	0.5738	NPC29702
Remote Similarity	0.573	NPC316811
Remote Similarity	0.573	NPC32002
Remote Similarity	0.573	NPC315348
Remote Similarity	0.5728	NPC318020
Remote Similarity	0.5728	NPC62510
Remote Similarity	0.5722	NPC138018
Remote Similarity	0.5721	NPC182814
Remote Similarity	0.5721	NPC103119
Remote Similarity	0.5714	NPC470203
Remote Similarity	0.5714	NPC116622
Remote Similarity	0.5714	NPC133261
Remote Similarity	0.5714	NPC194881
Remote Similarity	0.5707	NPC478183
Remote Similarity	0.5707	NPC163055
Remote Similarity	0.5701	NPC50997
Remote Similarity	0.5701	NPC160127
Remote Similarity	0.569	NPC21461
Remote Similarity	0.5685	NPC478184
Remote Similarity	0.5677	NPC216713
Remote Similarity	0.5674	NPC151779
Remote Similarity	0.5674	NPC169625
Remote Similarity	0.5674	NPC202957
Remote Similarity	0.5673	NPC328798
Remote Similarity	0.5667	NPC127647
Remote Similarity	0.5665	NPC28848
Remote Similarity	0.5665	NPC14325
Remote Similarity	0.5665	NPC240088
Remote Similarity	0.5665	NPC473380
Remote Similarity	0.5665	NPC248454
Remote Similarity	0.5663	NPC470204
Remote Similarity	0.5663	NPC76540
Remote Similarity	0.5661	NPC86288
Remote Similarity	0.5661	NPC285731
Remote Similarity	0.566	NPC57994
Remote Similarity	0.566	NPC20593
Remote Similarity	0.566	NPC289299
Remote Similarity	0.5659	NPC47596
Remote Similarity	0.5657	NPC471178
Remote Similarity	0.565	NPC32534
Remote Similarity	0.565	NPC54744
Remote Similarity	0.5647	NPC477175
Remote Similarity	0.5647	NPC470730
Remote Similarity	0.5645	NPC104483
Remote Similarity	0.5644	NPC469938
Remote Similarity	0.5641	NPC129721
Remote Similarity	0.5638	NPC20144
Remote Similarity	0.5638	NPC42483
Remote Similarity	0.5635	NPC124542
Remote Similarity	0.5635	NPC478185
Remote Similarity	0.5635	NPC59779
Remote Similarity	0.5635	NPC471177
Remote Similarity	0.5633	NPC64216
Remote Similarity	0.5631	NPC327373
Remote Similarity	0.5631	NPC322043
Remote Similarity	0.5625	NPC311858
Remote Similarity	0.5622	NPC150259
Remote Similarity	0.5622	NPC475969
Remote Similarity	0.5622	NPC472288
Remote Similarity	0.5622	NPC475859
Remote Similarity	0.5619	NPC476219
Remote Similarity	0.5616	NPC24594
Remote Similarity	0.5616	NPC472122
Remote Similarity	0.5611	NPC473417
Remote Similarity	0.561	NPC187827
Remote Similarity	0.561	NPC40530
Remote Similarity	0.561	NPC24864
Remote Similarity	0.561	NPC472105
Remote Similarity	0.561	NPC314281
Remote Similarity	0.5607	NPC272483
Remote Similarity	0.5604	NPC285923
Remote Similarity	0.5604	NPC324611

Drug Structure

NPD4556 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 -6.0622 3.5000 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 2.5981 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 3.0000 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 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 -2.5000 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 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 0.5000 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 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 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 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 -4.3301 0.5000 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 1.7321 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 19 1 0 0 0 0 10 22 2 0 0 0 0 11 23 1 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 23 1 0 0 0 0 14 26 1 0 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 0 0 0 0 18 28 1 0 0 0 0 19 20 2 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 21 25 2 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08796
ChEMBL	CHEMBL2104900
IUPHAR/BPS
PharmaGKB	PA165958415
KEGG Drug	D05484
PubChem CID
ChEBI	135635
CAS Number	2167-85-3

Drug Properties

Molecular Weight	399.16
ALogP	-0.4287
MLogP	3
XLogP	3.741
HDA	6
HBD	0
Rotatable Bonds	8
TPSA	80.2
RO5 Violation	0