NPASS drugs

Drug Information

Drug ID:	NPD6171
Drug Name:
Molecular Formula:	C25H23N5O2S2
Canonical SMILES:	N#Cc1ccc2c(c1)CN([C@@H](CN2Cc1[nH]cnc1)Cc1ccccc1)S(=O)(=O)c1cccs1
Standard InCHI:	InChI=1S/C25H23N5O2S2/c26-13-20-8-9-24-21(11-20)15-30(34(31,32)25-7-4-10-33-25)23(12-19-5-2-1-3-6-19)17-29(24)16-22-14-27-18-28-22/h1-11,14,18,23H,12,15-17H2,(H,27,28)/t23-/m1/s1
Standard InCHIKey:	OLCWFLWEHWLBTO-HSZRJFAPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6171

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	1031
0.1-0.2	11717
0.2-0.3	13174
0.3-0.4	2406
0.4-0.5	1582
0.5-0.6	863
0.6-0.7	116
0.7-0.8	1
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	NPC469308
Remote Similarity	0.6881	NPC470203
Remote Similarity	0.6832	NPC470204
Remote Similarity	0.681	NPC164228
Remote Similarity	0.6639	NPC39092
Remote Similarity	0.6608	NPC116555
Remote Similarity	0.6594	NPC54981
Remote Similarity	0.6585	NPC122141
Remote Similarity	0.654	NPC317054
Remote Similarity	0.6537	NPC300238
Remote Similarity	0.6524	NPC267811
Remote Similarity	0.6522	NPC317105
Remote Similarity	0.6517	NPC282531
Remote Similarity	0.6502	NPC325903
Remote Similarity	0.6471	NPC476297
Remote Similarity	0.6468	NPC114209
Remote Similarity	0.6465	NPC307191
Remote Similarity	0.6463	NPC71238
Remote Similarity	0.6453	NPC470823
Remote Similarity	0.6432	NPC315715
Remote Similarity	0.6432	NPC280852
Remote Similarity	0.6419	NPC16659
Remote Similarity	0.6418	NPC288838
Remote Similarity	0.6415	NPC314557
Remote Similarity	0.6407	NPC147810
Remote Similarity	0.6404	NPC53947
Remote Similarity	0.6395	NPC282247
Remote Similarity	0.6386	NPC469811
Remote Similarity	0.6373	NPC216713
Remote Similarity	0.6372	NPC265710
Remote Similarity	0.6355	NPC321911
Remote Similarity	0.6352	NPC75726
Remote Similarity	0.6352	NPC110602
Remote Similarity	0.6352	NPC31385
Remote Similarity	0.6337	NPC143872
Remote Similarity	0.6337	NPC63545
Remote Similarity	0.6326	NPC240088
Remote Similarity	0.6326	NPC473380
Remote Similarity	0.6316	NPC225018
Remote Similarity	0.6314	NPC173344
Remote Similarity	0.6305	NPC201380
Remote Similarity	0.6305	NPC179787
Remote Similarity	0.6298	NPC474791
Remote Similarity	0.6298	NPC135141
Remote Similarity	0.6298	NPC92796
Remote Similarity	0.6296	NPC69843
Remote Similarity	0.6295	NPC477418
Remote Similarity	0.6295	NPC477420
Remote Similarity	0.6287	NPC204141
Remote Similarity	0.6287	NPC149014
Remote Similarity	0.6256	NPC108011
Remote Similarity	0.625	NPC216643
Remote Similarity	0.625	NPC230002
Remote Similarity	0.625	NPC279081
Remote Similarity	0.6234	NPC77022
Remote Similarity	0.6232	NPC476219
Remote Similarity	0.6226	NPC49217
Remote Similarity	0.6208	NPC216221
Remote Similarity	0.619	NPC44773
Remote Similarity	0.619	NPC215584
Remote Similarity	0.6184	NPC200214
Remote Similarity	0.6179	NPC267078
Remote Similarity	0.6179	NPC935
Remote Similarity	0.6175	NPC59269
Remote Similarity	0.6175	NPC248454
Remote Similarity	0.6172	NPC236711
Remote Similarity	0.6154	NPC474357
Remote Similarity	0.6154	NPC15102
Remote Similarity	0.6154	NPC99939
Remote Similarity	0.6154	NPC308931
Remote Similarity	0.6146	NPC471957
Remote Similarity	0.6143	NPC318065
Remote Similarity	0.6143	NPC56765
Remote Similarity	0.6143	NPC206819
Remote Similarity	0.6138	NPC470323
Remote Similarity	0.6137	NPC175916
Remote Similarity	0.6134	NPC470732
Remote Similarity	0.6129	NPC474958
Remote Similarity	0.6119	NPC73767
Remote Similarity	0.6119	NPC110126
Remote Similarity	0.6116	NPC231536
Remote Similarity	0.6111	NPC66699
Remote Similarity	0.6111	NPC477611
Remote Similarity	0.6106	NPC161108
Remote Similarity	0.61	NPC105127
Remote Similarity	0.6092	NPC41982
Remote Similarity	0.6089	NPC469779
Remote Similarity	0.6089	NPC469768
Remote Similarity	0.6089	NPC469780
Remote Similarity	0.6089	NPC469767
Remote Similarity	0.6089	NPC469761
Remote Similarity	0.6089	NPC469784
Remote Similarity	0.6089	NPC469783
Remote Similarity	0.6087	NPC148592
Remote Similarity	0.6076	NPC471603
Remote Similarity	0.6066	NPC41257
Remote Similarity	0.6065	NPC82331
Remote Similarity	0.6063	NPC163055
Remote Similarity	0.6059	NPC469766
Remote Similarity	0.6057	NPC156003
Remote Similarity	0.6056	NPC90723
Remote Similarity	0.605	NPC96102
Remote Similarity	0.6047	NPC295452
Remote Similarity	0.6047	NPC171393
Remote Similarity	0.6042	NPC238945
Remote Similarity	0.6034	NPC124636
Remote Similarity	0.6025	NPC130570
Remote Similarity	0.602	NPC84911
Remote Similarity	0.602	NPC125746
Remote Similarity	0.6019	NPC194411
Remote Similarity	0.6019	NPC91895
Remote Similarity	0.6019	NPC469897
Remote Similarity	0.6019	NPC286427
Remote Similarity	0.601	NPC115611
Remote Similarity	0.6009	NPC294693
Remote Similarity	0.6008	NPC193370
Remote Similarity	0.6	NPC265576
Remote Similarity	0.5991	NPC316359
Remote Similarity	0.5991	NPC315617
Remote Similarity	0.5991	NPC471609
Remote Similarity	0.599	NPC21605
Remote Similarity	0.598	NPC473868
Remote Similarity	0.598	NPC63157
Remote Similarity	0.5972	NPC63751
Remote Similarity	0.5971	NPC314372
Remote Similarity	0.597	NPC261195
Remote Similarity	0.597	NPC29886
Remote Similarity	0.5965	NPC188821
Remote Similarity	0.5965	NPC474180
Remote Similarity	0.5962	NPC229173
Remote Similarity	0.5955	NPC68354
Remote Similarity	0.5953	NPC17751
Remote Similarity	0.5953	NPC274229
Remote Similarity	0.5953	NPC280864
Remote Similarity	0.5951	NPC190296
Remote Similarity	0.5945	NPC97343
Remote Similarity	0.5941	NPC150259
Remote Similarity	0.5936	NPC275305
Remote Similarity	0.5936	NPC471579
Remote Similarity	0.5936	NPC37423
Remote Similarity	0.5935	NPC253687
Remote Similarity	0.5934	NPC470731
Remote Similarity	0.5933	NPC24678
Remote Similarity	0.5933	NPC105818
Remote Similarity	0.5933	NPC40070
Remote Similarity	0.5931	NPC284635
Remote Similarity	0.5931	NPC474389
Remote Similarity	0.593	NPC82295
Remote Similarity	0.5929	NPC321708
Remote Similarity	0.5921	NPC304187
Remote Similarity	0.5921	NPC477167
Remote Similarity	0.5921	NPC314058
Remote Similarity	0.5921	NPC316018
Remote Similarity	0.5921	NPC477166
Remote Similarity	0.5921	NPC473342
Remote Similarity	0.5915	NPC475990
Remote Similarity	0.5915	NPC221786
Remote Similarity	0.5915	NPC474880
Remote Similarity	0.5915	NPC473376
Remote Similarity	0.5913	NPC470111
Remote Similarity	0.5911	NPC94752
Remote Similarity	0.5907	NPC247987
Remote Similarity	0.5907	NPC314957
Remote Similarity	0.5905	NPC469975
Remote Similarity	0.5905	NPC470233
Remote Similarity	0.5901	NPC314919
Remote Similarity	0.5895	NPC326422
Remote Similarity	0.5894	NPC159856
Remote Similarity	0.5891	NPC216159
Remote Similarity	0.589	NPC475288
Remote Similarity	0.5887	NPC272483
Remote Similarity	0.5877	NPC73952
Remote Similarity	0.5877	NPC469765
Remote Similarity	0.5877	NPC259644
Remote Similarity	0.5877	NPC469760
Remote Similarity	0.5877	NPC469786
Remote Similarity	0.5877	NPC25008
Remote Similarity	0.5877	NPC469763
Remote Similarity	0.5872	NPC317701
Remote Similarity	0.587	NPC19170
Remote Similarity	0.5869	NPC469762
Remote Similarity	0.5865	NPC473362
Remote Similarity	0.5865	NPC166492
Remote Similarity	0.5856	NPC215795
Remote Similarity	0.5856	NPC176199
Remote Similarity	0.5853	NPC160105
Remote Similarity	0.5853	NPC474561
Remote Similarity	0.5853	NPC49954
Remote Similarity	0.5849	NPC212376
Remote Similarity	0.5849	NPC75540
Remote Similarity	0.5849	NPC211572
Remote Similarity	0.5849	NPC80597
Remote Similarity	0.5849	NPC70922
Remote Similarity	0.584	NPC470729
Remote Similarity	0.584	NPC477176
Remote Similarity	0.5833	NPC63279
Remote Similarity	0.5833	NPC478184
Remote Similarity	0.5833	NPC194640
Remote Similarity	0.583	NPC40455
Remote Similarity	0.5827	NPC477633

Drug Structure

NPD6171 OpenBabel08211709092D 35 39 0 0 1 0 0 0 0 0999 V2000 -4.4754 1.9064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6936 2.5299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3264 0.9176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7627 2.1646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3955 0.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8542 4.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8653 4.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1123 2.5579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6828 0.8104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4665 3.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5777 3.4035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9010 1.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9339 4.0916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1235 2.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4283 4.7799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6137 1.1757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4777 3.4887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 2.4088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9311 4.1663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.4339 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 3.1906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4553 3.7868 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5030 3.7827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4568 5.0170 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 3.1906 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 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 1.5878 0.8090 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 -2.0775 5.9423 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 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 1 0 0 0 0 4 10 2 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 25 2 0 0 0 0 8 9 2 0 0 0 0 8 20 1 0 0 0 0 9 24 1 0 0 0 0 10 33 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 26 3 0 0 0 0 14 22 2 0 0 0 0 14 27 1 0 0 0 0 15 21 1 0 0 0 0 15 30 1 0 0 0 0 16 22 1 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 17 29 1 0 0 0 0 18 27 2 0 0 0 0 18 28 1 0 0 0 0 21 24 2 0 0 0 0 22 28 1 0 0 0 0 23 12 1 6 0 0 0 23 30 1 0 0 0 0 24 29 1 0 0 0 0 25 33 1 0 0 0 0 25 34 1 0 0 0 0 28 35 1 0 0 0 0 30 34 1 0 0 0 0 31 34 2 0 0 0 0 32 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000073
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	448545
ChEBI
CAS Number

Drug Properties

Molecular Weight	489.13
ALogP	-0.6716
MLogP	3.22
XLogP	5.324
HDA	7
HBD	1
Rotatable Bonds	6
TPSA	129.71
RO5 Violation	1