NPASS drugs

Drug Information

Drug ID:	NPD2089
Drug Name:
Molecular Formula:	C16H19N3O4S
Canonical SMILES:	ON=C(/C=C/c1ccn(c1)S(=O)(=O)c1ccc(cc1)CN(C)C)O
Standard InCHI:	InChI=1S/C16H19N3O4S/c1-18(2)11-13-3-6-15(7-4-13)24(22,23)19-10-9-14(12-19)5-8-16(20)17-21/h3-10,12,21H,11H2,1-2H3,(H,17,20)/b8-5+
Standard InCHIKey:	FECGNJPYVFEKOD-VMPITWQZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2089

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	242
0.1-0.2	3985
0.2-0.3	12751
0.3-0.4	9674
0.4-0.5	2219
0.5-0.6	1505
0.6-0.7	457
0.7-0.8	57
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	0.7639	NPC290094
Intermediate Similarity	0.75	NPC182570
Intermediate Similarity	0.75	NPC48564
Intermediate Similarity	0.75	NPC265605
Intermediate Similarity	0.7484	NPC105818
Intermediate Similarity	0.7484	NPC24678
Intermediate Similarity	0.7483	NPC169625
Intermediate Similarity	0.7483	NPC202957
Intermediate Similarity	0.7469	NPC469897
Intermediate Similarity	0.7467	NPC256893
Intermediate Similarity	0.7432	NPC471313
Intermediate Similarity	0.7432	NPC471311
Intermediate Similarity	0.7383	NPC89490
Intermediate Similarity	0.7343	NPC471402
Intermediate Similarity	0.7343	NPC240136
Intermediate Similarity	0.7343	NPC297486
Intermediate Similarity	0.7342	NPC159856
Intermediate Similarity	0.7333	NPC475090
Intermediate Similarity	0.7333	NPC475105
Intermediate Similarity	0.7333	NPC329896
Intermediate Similarity	0.7233	NPC314372
Intermediate Similarity	0.7233	NPC285731
Intermediate Similarity	0.723	NPC476322
Intermediate Similarity	0.7226	NPC150259
Intermediate Similarity	0.7215	NPC190296
Intermediate Similarity	0.7215	NPC477977
Intermediate Similarity	0.7214	NPC27802
Intermediate Similarity	0.72	NPC212125
Intermediate Similarity	0.7172	NPC91958
Intermediate Similarity	0.7143	NPC471957
Intermediate Similarity	0.7124	NPC324611
Intermediate Similarity	0.7124	NPC471322
Intermediate Similarity	0.7115	NPC65408
Intermediate Similarity	0.7114	NPC27740
Intermediate Similarity	0.7108	NPC135141
Intermediate Similarity	0.7108	NPC92796
Intermediate Similarity	0.7073	NPC259644
Intermediate Similarity	0.7073	NPC469760
Intermediate Similarity	0.7073	NPC469786
Intermediate Similarity	0.7073	NPC25008
Intermediate Similarity	0.7073	NPC469763
Intermediate Similarity	0.7073	NPC469765
Intermediate Similarity	0.7073	NPC73952
Intermediate Similarity	0.7063	NPC471323
Intermediate Similarity	0.7055	NPC143603
Intermediate Similarity	0.7048	NPC129721
Intermediate Similarity	0.7037	NPC470111
Intermediate Similarity	0.703	NPC211572
Intermediate Similarity	0.703	NPC80597
Intermediate Similarity	0.703	NPC212376
Intermediate Similarity	0.703	NPC75540
Intermediate Similarity	0.703	NPC70922
Intermediate Similarity	0.7025	NPC73767
Intermediate Similarity	0.702	NPC135488
Intermediate Similarity	0.7012	NPC216713
Intermediate Similarity	0.7006	NPC471312
Intermediate Similarity	0.7	NPC76540
Remote Similarity	0.6993	NPC476131
Remote Similarity	0.6988	NPC51054
Remote Similarity	0.6981	NPC469784
Remote Similarity	0.6981	NPC469761
Remote Similarity	0.6981	NPC469783
Remote Similarity	0.6981	NPC469768
Remote Similarity	0.6981	NPC469779
Remote Similarity	0.6981	NPC469780
Remote Similarity	0.6981	NPC469767
Remote Similarity	0.6974	NPC306397
Remote Similarity	0.697	NPC200214
Remote Similarity	0.6948	NPC69914
Remote Similarity	0.6948	NPC315320
Remote Similarity	0.6946	NPC469762
Remote Similarity	0.6943	NPC29702
Remote Similarity	0.6937	NPC469766
Remote Similarity	0.6918	NPC110126
Remote Similarity	0.6901	NPC49217
Remote Similarity	0.6901	NPC160105
Remote Similarity	0.6899	NPC84911
Remote Similarity	0.6899	NPC251722
Remote Similarity	0.6899	NPC314102
Remote Similarity	0.6892	NPC11863
Remote Similarity	0.6886	NPC469785
Remote Similarity	0.6882	NPC311276
Remote Similarity	0.6879	NPC470498
Remote Similarity	0.6867	NPC56856
Remote Similarity	0.6867	NPC329825
Remote Similarity	0.6864	NPC131718
Remote Similarity	0.6863	NPC165370
Remote Similarity	0.6842	NPC471178
Remote Similarity	0.6835	NPC96102
Remote Similarity	0.6835	NPC261195
Remote Similarity	0.6835	NPC29886
Remote Similarity	0.6828	NPC473901
Remote Similarity	0.6824	NPC124542
Remote Similarity	0.6824	NPC59779
Remote Similarity	0.6824	NPC471177
Remote Similarity	0.6821	NPC46358
Remote Similarity	0.6818	NPC248454
Remote Similarity	0.6813	NPC316811
Remote Similarity	0.6813	NPC315348
Remote Similarity	0.6813	NPC32002
Remote Similarity	0.6802	NPC49954
Remote Similarity	0.6802	NPC98187
Remote Similarity	0.6802	NPC474561
Remote Similarity	0.68	NPC469938
Remote Similarity	0.6795	NPC82295
Remote Similarity	0.6792	NPC105127
Remote Similarity	0.6788	NPC37548
Remote Similarity	0.6784	NPC40779
Remote Similarity	0.678	NPC176199
Remote Similarity	0.678	NPC215795
Remote Similarity	0.6759	NPC235843
Remote Similarity	0.6748	NPC242556
Remote Similarity	0.6747	NPC40070
Remote Similarity	0.6746	NPC316910
Remote Similarity	0.6743	NPC314603
Remote Similarity	0.6732	NPC245244
Remote Similarity	0.6732	NPC166424
Remote Similarity	0.6732	NPC146373
Remote Similarity	0.6731	NPC282398
Remote Similarity	0.6727	NPC477974
Remote Similarity	0.6726	NPC477815
Remote Similarity	0.6725	NPC71079
Remote Similarity	0.6725	NPC282231
Remote Similarity	0.6724	NPC194411
Remote Similarity	0.6708	NPC104483
Remote Similarity	0.6707	NPC470823
Remote Similarity	0.6707	NPC470233
Remote Similarity	0.6688	NPC101165
Remote Similarity	0.6687	NPC187951
Remote Similarity	0.6686	NPC478182
Remote Similarity	0.6686	NPC194640
Remote Similarity	0.6686	NPC102423
Remote Similarity	0.6686	NPC474217
Remote Similarity	0.6667	NPC63751
Remote Similarity	0.6667	NPC279081
Remote Similarity	0.6667	NPC279918
Remote Similarity	0.6667	NPC163055
Remote Similarity	0.6648	NPC313791
Remote Similarity	0.6647	NPC53947
Remote Similarity	0.6647	NPC138018
Remote Similarity	0.6647	NPC85918
Remote Similarity	0.6646	NPC322488
Remote Similarity	0.6629	NPC91895
Remote Similarity	0.6629	NPC68354
Remote Similarity	0.6629	NPC64436
Remote Similarity	0.6628	NPC242116
Remote Similarity	0.6627	NPC38736
Remote Similarity	0.6627	NPC470507
Remote Similarity	0.661	NPC275305
Remote Similarity	0.661	NPC37423
Remote Similarity	0.6609	NPC278366
Remote Similarity	0.6609	NPC127730
Remote Similarity	0.6593	NPC280290
Remote Similarity	0.6592	NPC248462
Remote Similarity	0.659	NPC473057
Remote Similarity	0.6587	NPC124005
Remote Similarity	0.6584	NPC114310
Remote Similarity	0.6577	NPC476566
Remote Similarity	0.6571	NPC201700
Remote Similarity	0.6571	NPC83987
Remote Similarity	0.6566	NPC288838
Remote Similarity	0.6564	NPC230002
Remote Similarity	0.6556	NPC24864
Remote Similarity	0.6552	NPC477975
Remote Similarity	0.655	NPC236711
Remote Similarity	0.6534	NPC32534
Remote Similarity	0.6528	NPC231655
Remote Similarity	0.6527	NPC201380
Remote Similarity	0.6527	NPC179787
Remote Similarity	0.6522	NPC328029
Remote Similarity	0.6519	NPC233936
Remote Similarity	0.6514	NPC54988
Remote Similarity	0.6512	NPC293487
Remote Similarity	0.6512	NPC56765
Remote Similarity	0.6512	NPC206819
Remote Similarity	0.6512	NPC318065
Remote Similarity	0.6512	NPC474791
Remote Similarity	0.6512	NPC230869
Remote Similarity	0.6505	NPC117244
Remote Similarity	0.6505	NPC473763
Remote Similarity	0.65	NPC11126
Remote Similarity	0.6497	NPC158129
Remote Similarity	0.6494	NPC78375
Remote Similarity	0.6494	NPC97367
Remote Similarity	0.6494	NPC476118
Remote Similarity	0.6494	NPC469813
Remote Similarity	0.6494	NPC476446
Remote Similarity	0.6488	NPC321911
Remote Similarity	0.6485	NPC20144
Remote Similarity	0.6481	NPC472288
Remote Similarity	0.648	NPC203754
Remote Similarity	0.648	NPC150048
Remote Similarity	0.6474	NPC476950
Remote Similarity	0.6474	NPC476140
Remote Similarity	0.6467	NPC171171
Remote Similarity	0.6467	NPC129042
Remote Similarity	0.6467	NPC143872
Remote Similarity	0.6467	NPC63545
Remote Similarity	0.6463	NPC238499
Remote Similarity	0.6453	NPC212742

Drug Structure

NPD2089 OpenBabel08211701392D 26 27 0 0 0 0 0 0 0 0999 V2000 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 3.3479 1.0878 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2433 2.0823 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 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 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 0.0000 3.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0523 2.6701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9659 2.2634 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 3.9478 3.6646 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7749 2.8511 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 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.7568 4.2524 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6885 2.4444 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 6 1 0 0 0 0 3 13 2 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 8 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 15 24 1 0 0 0 0 16 17 2 3 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001227
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11609955
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.11
ALogP	-0.5439
MLogP	2.34
XLogP	2.134
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	103.51
RO5 Violation	0