NPASS drugs

Drug Information

Drug ID:	NPD2145
Drug Name:
Molecular Formula:	C16H21N3O2S
Canonical SMILES:	C[C@@H]1CNCCCN1S(=O)(=O)c1cccc2c1c(C)cnc2
Standard InCHI:	InChI=1S/C16H21N3O2S/c1-12-9-18-11-14-5-3-6-15(16(12)14)22(20,21)19-8-4-7-17-10-13(19)2/h3,5-6,9,11,13,17H,4,7-8,10H2,1-2H3/t13-/m1/s1
Standard InCHIKey:	AWDORCFLUJZUQS-CYBMUJFWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2145

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	541
0.1-0.2	7597
0.2-0.3	14787
0.3-0.4	4423
0.4-0.5	1973
0.5-0.6	1156
0.6-0.7	368
0.7-0.8	44
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9205	NPC469897
Intermediate Similarity	0.7533	NPC245244
Intermediate Similarity	0.7533	NPC166424
Intermediate Similarity	0.7533	NPC146373
Intermediate Similarity	0.7403	NPC282398
Intermediate Similarity	0.7351	NPC27740
Intermediate Similarity	0.7297	NPC143603
Intermediate Similarity	0.7297	NPC91958
Intermediate Similarity	0.7273	NPC89490
Intermediate Similarity	0.7244	NPC101165
Intermediate Similarity	0.7226	NPC475105
Intermediate Similarity	0.7226	NPC475090
Intermediate Similarity	0.7226	NPC329896
Intermediate Similarity	0.7118	NPC56765
Intermediate Similarity	0.7108	NPC321911
Intermediate Similarity	0.7105	NPC329825
Intermediate Similarity	0.7099	NPC469784
Intermediate Similarity	0.7099	NPC469779
Intermediate Similarity	0.7099	NPC469761
Intermediate Similarity	0.7099	NPC469768
Intermediate Similarity	0.7099	NPC469780
Intermediate Similarity	0.7099	NPC469783
Intermediate Similarity	0.7099	NPC469767
Intermediate Similarity	0.7066	NPC40070
Intermediate Similarity	0.7059	NPC290094
Intermediate Similarity	0.7055	NPC63157
Intermediate Similarity	0.7055	NPC473868
Intermediate Similarity	0.7055	NPC469766
Intermediate Similarity	0.7048	NPC201380
Intermediate Similarity	0.7048	NPC179787
Intermediate Similarity	0.7048	NPC469811
Intermediate Similarity	0.7039	NPC48564
Intermediate Similarity	0.7039	NPC265605
Intermediate Similarity	0.7039	NPC182570
Intermediate Similarity	0.7037	NPC73767
Intermediate Similarity	0.7037	NPC110126
Intermediate Similarity	0.7025	NPC471322
Intermediate Similarity	0.7019	NPC105127
Intermediate Similarity	0.7019	NPC314102
Intermediate Similarity	0.7019	NPC251722
Intermediate Similarity	0.7019	NPC84911
Intermediate Similarity	0.7012	NPC477977
Intermediate Similarity	0.7	NPC240136
Intermediate Similarity	0.7	NPC297486
Intermediate Similarity	0.7	NPC471402
Remote Similarity	0.6988	NPC63545
Remote Similarity	0.6982	NPC325903
Remote Similarity	0.6957	NPC261195
Remote Similarity	0.6957	NPC96102
Remote Similarity	0.6957	NPC29886
Remote Similarity	0.6957	NPC325252
Remote Similarity	0.6946	NPC471957
Remote Similarity	0.6941	NPC476297
Remote Similarity	0.6928	NPC314372
Remote Similarity	0.6923	NPC202957
Remote Similarity	0.6923	NPC470233
Remote Similarity	0.6923	NPC169625
Remote Similarity	0.6919	NPC318065
Remote Similarity	0.6919	NPC41257
Remote Similarity	0.6919	NPC206819
Remote Similarity	0.6909	NPC190296
Remote Similarity	0.6903	NPC476322
Remote Similarity	0.6901	NPC476464
Remote Similarity	0.6897	NPC90723
Remote Similarity	0.6882	NPC200214
Remote Similarity	0.6864	NPC53947
Remote Similarity	0.6864	NPC24678
Remote Similarity	0.6864	NPC105818
Remote Similarity	0.686	NPC236711
Remote Similarity	0.686	NPC286427
Remote Similarity	0.686	NPC193740
Remote Similarity	0.686	NPC167635
Remote Similarity	0.6845	NPC21605
Remote Similarity	0.6845	NPC470111
Remote Similarity	0.6839	NPC46358
Remote Similarity	0.6839	NPC470203
Remote Similarity	0.6829	NPC316811
Remote Similarity	0.6829	NPC32002
Remote Similarity	0.6829	NPC315348
Remote Similarity	0.6824	NPC470823
Remote Similarity	0.6824	NPC216713
Remote Similarity	0.68	NPC317105
Remote Similarity	0.679	NPC198988
Remote Similarity	0.6788	NPC279081
Remote Similarity	0.6786	NPC288838
Remote Similarity	0.6784	NPC469763
Remote Similarity	0.6784	NPC469765
Remote Similarity	0.6784	NPC259644
Remote Similarity	0.6784	NPC469786
Remote Similarity	0.6784	NPC469760
Remote Similarity	0.6784	NPC73952
Remote Similarity	0.6784	NPC25008
Remote Similarity	0.6782	NPC470204
Remote Similarity	0.6782	NPC215584
Remote Similarity	0.6782	NPC44773
Remote Similarity	0.6778	NPC474958
Remote Similarity	0.6772	NPC471313
Remote Similarity	0.6772	NPC471311
Remote Similarity	0.6768	NPC169433
Remote Similarity	0.6757	NPC27802
Remote Similarity	0.675	NPC69914
Remote Similarity	0.6747	NPC476454
Remote Similarity	0.6744	NPC211572
Remote Similarity	0.6744	NPC70922
Remote Similarity	0.6744	NPC80597
Remote Similarity	0.6744	NPC212376
Remote Similarity	0.6744	NPC75540
Remote Similarity	0.6742	NPC194411
Remote Similarity	0.6727	NPC88097
Remote Similarity	0.6726	NPC159856
Remote Similarity	0.6726	NPC86288
Remote Similarity	0.6723	NPC49954
Remote Similarity	0.6723	NPC474561
Remote Similarity	0.6708	NPC256893
Remote Similarity	0.6708	NPC82295
Remote Similarity	0.6707	NPC150259
Remote Similarity	0.6705	NPC194640
Remote Similarity	0.6704	NPC201634
Remote Similarity	0.6687	NPC59084
Remote Similarity	0.6687	NPC115611
Remote Similarity	0.6687	NPC476131
Remote Similarity	0.6687	NPC230002
Remote Similarity	0.6686	NPC122141
Remote Similarity	0.6686	NPC143872
Remote Similarity	0.6667	NPC469762
Remote Similarity	0.6648	NPC225018
Remote Similarity	0.6648	NPC68354
Remote Similarity	0.6648	NPC248454
Remote Similarity	0.6648	NPC282231
Remote Similarity	0.6647	NPC476219
Remote Similarity	0.6646	NPC218268
Remote Similarity	0.663	NPC37423
Remote Similarity	0.663	NPC275305
Remote Similarity	0.6629	NPC474791
Remote Similarity	0.6629	NPC135141
Remote Similarity	0.6629	NPC92796
Remote Similarity	0.6629	NPC160105
Remote Similarity	0.6627	NPC204141
Remote Similarity	0.6627	NPC285731
Remote Similarity	0.6611	NPC82331
Remote Similarity	0.661	NPC311276
Remote Similarity	0.6609	NPC51054
Remote Similarity	0.6609	NPC469785
Remote Similarity	0.6607	NPC20144
Remote Similarity	0.6605	NPC324611
Remote Similarity	0.6593	NPC280852
Remote Similarity	0.6592	NPC63751
Remote Similarity	0.6591	NPC279918
Remote Similarity	0.659	NPC138842
Remote Similarity	0.6587	NPC2949
Remote Similarity	0.6571	NPC216643
Remote Similarity	0.6571	NPC316910
Remote Similarity	0.657	NPC33421
Remote Similarity	0.6554	NPC76540
Remote Similarity	0.655	NPC477974
Remote Similarity	0.6529	NPC470440
Remote Similarity	0.6522	NPC176199
Remote Similarity	0.6522	NPC215795
Remote Similarity	0.6522	NPC11126
Remote Similarity	0.6517	NPC78375
Remote Similarity	0.6517	NPC476446
Remote Similarity	0.6517	NPC40779
Remote Similarity	0.6517	NPC478184
Remote Similarity	0.6517	NPC478182
Remote Similarity	0.6517	NPC469813
Remote Similarity	0.6506	NPC65408
Remote Similarity	0.6505	NPC163055
Remote Similarity	0.65	NPC476140
Remote Similarity	0.65	NPC135488
Remote Similarity	0.65	NPC201700
Remote Similarity	0.6494	NPC141926
Remote Similarity	0.6484	NPC314603
Remote Similarity	0.648	NPC274229
Remote Similarity	0.648	NPC469308
Remote Similarity	0.6477	NPC129721
Remote Similarity	0.6471	NPC228835
Remote Similarity	0.6464	NPC116961
Remote Similarity	0.6464	NPC91895
Remote Similarity	0.6457	NPC34844
Remote Similarity	0.6452	NPC81561
Remote Similarity	0.645	NPC66699
Remote Similarity	0.6444	NPC54988
Remote Similarity	0.6442	NPC22079
Remote Similarity	0.6441	NPC474880
Remote Similarity	0.6441	NPC221786
Remote Similarity	0.6441	NPC475990
Remote Similarity	0.6429	NPC104483
Remote Similarity	0.6407	NPC471312
Remote Similarity	0.6405	NPC473901
Remote Similarity	0.6402	NPC94752
Remote Similarity	0.64	NPC175916
Remote Similarity	0.6398	NPC164228
Remote Similarity	0.6387	NPC95783
Remote Similarity	0.6387	NPC148140
Remote Similarity	0.6387	NPC476566
Remote Similarity	0.6383	NPC165495
Remote Similarity	0.6383	NPC467063
Remote Similarity	0.6383	NPC108011
Remote Similarity	0.6379	NPC148592
Remote Similarity	0.6378	NPC59269

Drug Structure

NPD2145 OpenBabel08211701392D 23 25 0 0 1 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 -0.8104 1.6828 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 -2.4088 -1.1235 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 -3.1906 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4339 -0.9010 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 -2.4088 1.1235 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4339 0.9010 0.0000 C 0 0 2 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 0.0000 -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 -3.1906 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 -0.0000 1.0000 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 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.0916 0.9339 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 17 1 0 0 0 0 8 19 1 0 0 0 0 9 12 1 0 0 0 0 9 18 2 0 0 0 0 10 13 1 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 16 2 0 0 0 0 13 2 1 1 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 17 23 1 0 0 0 0 19 22 1 0 0 0 0 20 22 2 0 0 0 0 21 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000959
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16760633
ChEBI
CAS Number

Drug Properties

Molecular Weight	319.14
ALogP	-0.9672
MLogP	2.56
XLogP	1.479
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	70.68
RO5 Violation	0