NPASS drugs

Drug Information

Drug ID:	NPD2849
Drug Name:
Molecular Formula:	C18H18N4O3S2
Canonical SMILES:	O=C(N(c1nc(c(s1)S(=O)(=O)N)C)C)Cc1ccc(cc1)c1ccccn1
Standard InCHI:	InChI=1S/C18H18N4O3S2/c1-12-17(27(19,24)25)26-18(21-12)22(2)16(23)11-13-6-8-14(9-7-13)15-5-3-4-10-20-15/h3-10H,11H2,1-2H3,(H2,19,24,25)
Standard InCHIKey:	IVZKZONQVYTCKC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2849

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	513
0.1-0.2	6640
0.2-0.3	16631
0.3-0.4	3671
0.4-0.5	1598
0.5-0.6	1493
0.6-0.7	343
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	0.7143	NPC469308
Remote Similarity	0.6938	NPC294693
Remote Similarity	0.6931	NPC16659
Remote Similarity	0.6919	NPC91895
Remote Similarity	0.69	NPC317054
Remote Similarity	0.6881	NPC265710
Remote Similarity	0.6858	NPC19170
Remote Similarity	0.6844	NPC253987
Remote Similarity	0.6818	NPC56233
Remote Similarity	0.6802	NPC470732
Remote Similarity	0.6802	NPC470731
Remote Similarity	0.6769	NPC297862
Remote Similarity	0.6749	NPC473380
Remote Similarity	0.6749	NPC240088
Remote Similarity	0.672	NPC65408
Remote Similarity	0.6717	NPC478182
Remote Similarity	0.6716	NPC248462
Remote Similarity	0.6701	NPC200214
Remote Similarity	0.6699	NPC255909
Remote Similarity	0.6683	NPC141612
Remote Similarity	0.6683	NPC164228
Remote Similarity	0.6683	NPC135601
Remote Similarity	0.6683	NPC17273
Remote Similarity	0.6667	NPC470203
Remote Similarity	0.6652	NPC63279
Remote Similarity	0.665	NPC114637
Remote Similarity	0.6636	NPC116555
Remote Similarity	0.6635	NPC99939
Remote Similarity	0.6635	NPC308931
Remote Similarity	0.6634	NPC11126
Remote Similarity	0.6624	NPC297642
Remote Similarity	0.6623	NPC312942
Remote Similarity	0.6623	NPC327095
Remote Similarity	0.6619	NPC103119
Remote Similarity	0.6616	NPC470204
Remote Similarity	0.6605	NPC474389
Remote Similarity	0.6594	NPC40455
Remote Similarity	0.6594	NPC476817
Remote Similarity	0.6587	NPC228835
Remote Similarity	0.6566	NPC293487
Remote Similarity	0.6564	NPC470823
Remote Similarity	0.6562	NPC285731
Remote Similarity	0.6557	NPC117244
Remote Similarity	0.6557	NPC473763
Remote Similarity	0.655	NPC478184
Remote Similarity	0.6524	NPC94752
Remote Similarity	0.6518	NPC31385
Remote Similarity	0.6518	NPC75726
Remote Similarity	0.6518	NPC110602
Remote Similarity	0.6507	NPC21429
Remote Similarity	0.6507	NPC477003
Remote Similarity	0.6505	NPC248454
Remote Similarity	0.6505	NPC64436
Remote Similarity	0.65	NPC473376
Remote Similarity	0.649	NPC191415
Remote Similarity	0.6485	NPC478183
Remote Similarity	0.6485	NPC49217
Remote Similarity	0.6481	NPC272483
Remote Similarity	0.648	NPC216713
Remote Similarity	0.648	NPC470233
Remote Similarity	0.6479	NPC476460
Remote Similarity	0.6476	NPC173344
Remote Similarity	0.6458	NPC39092
Remote Similarity	0.6455	NPC317701
Remote Similarity	0.6455	NPC314102
Remote Similarity	0.6455	NPC251722
Remote Similarity	0.6453	NPC477176
Remote Similarity	0.6453	NPC470729
Remote Similarity	0.6453	NPC477175
Remote Similarity	0.6453	NPC470730
Remote Similarity	0.6447	NPC149014
Remote Similarity	0.6447	NPC161108
Remote Similarity	0.6444	NPC153980
Remote Similarity	0.6444	NPC6865
Remote Similarity	0.6439	NPC161861
Remote Similarity	0.6429	NPC148592
Remote Similarity	0.6429	NPC40070
Remote Similarity	0.6426	NPC475859
Remote Similarity	0.6426	NPC474877
Remote Similarity	0.6426	NPC477177
Remote Similarity	0.6426	NPC475969
Remote Similarity	0.6425	NPC157583
Remote Similarity	0.6422	NPC32534
Remote Similarity	0.6418	NPC194881
Remote Similarity	0.6418	NPC225018
Remote Similarity	0.6418	NPC242116
Remote Similarity	0.6418	NPC478185
Remote Similarity	0.6415	NPC17059
Remote Similarity	0.641	NPC471957
Remote Similarity	0.641	NPC470111
Remote Similarity	0.6408	NPC469938
Remote Similarity	0.6408	NPC469529
Remote Similarity	0.64	NPC72956
Remote Similarity	0.6398	NPC165743
Remote Similarity	0.6392	NPC470440
Remote Similarity	0.6391	NPC77022
Remote Similarity	0.6386	NPC265100
Remote Similarity	0.6381	NPC102755
Remote Similarity	0.6381	NPC163055
Remote Similarity	0.6368	NPC150259
Remote Similarity	0.6368	NPC122141
Remote Similarity	0.6364	NPC216221
Remote Similarity	0.6364	NPC73994
Remote Similarity	0.6359	NPC143872
Remote Similarity	0.6351	NPC88115
Remote Similarity	0.635	NPC316910
Remote Similarity	0.635	NPC469897
Remote Similarity	0.6346	NPC14113
Remote Similarity	0.6346	NPC84827
Remote Similarity	0.6346	NPC145885
Remote Similarity	0.6346	NPC284775
Remote Similarity	0.6343	NPC188821
Remote Similarity	0.6343	NPC474180
Remote Similarity	0.6335	NPC106757
Remote Similarity	0.6332	NPC476297
Remote Similarity	0.6332	NPC267811
Remote Similarity	0.6332	NPC476219
Remote Similarity	0.6327	NPC179787
Remote Similarity	0.6327	NPC201380
Remote Similarity	0.6321	NPC133003
Remote Similarity	0.6321	NPC88121
Remote Similarity	0.6318	NPC80681
Remote Similarity	0.6316	NPC213468
Remote Similarity	0.6316	NPC12649
Remote Similarity	0.6313	NPC472260
Remote Similarity	0.6308	NPC314372
Remote Similarity	0.6308	NPC321708
Remote Similarity	0.6305	NPC271797
Remote Similarity	0.6305	NPC21174
Remote Similarity	0.6303	NPC470205
Remote Similarity	0.6302	NPC73767
Remote Similarity	0.63	NPC471193
Remote Similarity	0.63	NPC471194
Remote Similarity	0.6295	NPC243850
Remote Similarity	0.6294	NPC321911
Remote Similarity	0.6291	NPC62749
Remote Similarity	0.6289	NPC190296
Remote Similarity	0.6288	NPC471192
Remote Similarity	0.6287	NPC44773
Remote Similarity	0.6287	NPC215584
Remote Similarity	0.6286	NPC24864
Remote Similarity	0.6283	NPC147810
Remote Similarity	0.6276	NPC63545
Remote Similarity	0.6274	NPC467063
Remote Similarity	0.6274	NPC108011
Remote Similarity	0.6272	NPC54744
Remote Similarity	0.6272	NPC282247
Remote Similarity	0.6269	NPC129721
Remote Similarity	0.6269	NPC469767
Remote Similarity	0.6269	NPC469761
Remote Similarity	0.6269	NPC469784
Remote Similarity	0.6269	NPC469779
Remote Similarity	0.6269	NPC469768
Remote Similarity	0.6269	NPC469780
Remote Similarity	0.6269	NPC469783
Remote Similarity	0.6268	NPC237188
Remote Similarity	0.6268	NPC83774
Remote Similarity	0.6263	NPC53947
Remote Similarity	0.6263	NPC24678
Remote Similarity	0.6263	NPC105818
Remote Similarity	0.6256	NPC307191
Remote Similarity	0.6256	NPC167710
Remote Similarity	0.6245	NPC69843
Remote Similarity	0.6245	NPC116622
Remote Similarity	0.6244	NPC469811
Remote Similarity	0.6238	NPC56765
Remote Similarity	0.6238	NPC135141
Remote Similarity	0.6238	NPC92796
Remote Similarity	0.6237	NPC469766
Remote Similarity	0.6233	NPC138562
Remote Similarity	0.6233	NPC213629
Remote Similarity	0.6233	NPC472289
Remote Similarity	0.6226	NPC161143
Remote Similarity	0.6225	NPC90723
Remote Similarity	0.6224	NPC204141
Remote Similarity	0.6221	NPC471386
Remote Similarity	0.622	NPC267885
Remote Similarity	0.6219	NPC51054
Remote Similarity	0.6218	NPC110126
Remote Similarity	0.6218	NPC104483
Remote Similarity	0.6216	NPC300183
Remote Similarity	0.6214	NPC78020
Remote Similarity	0.6209	NPC61011
Remote Similarity	0.6204	NPC324091
Remote Similarity	0.62	NPC25008
Remote Similarity	0.62	NPC259644
Remote Similarity	0.62	NPC73952
Remote Similarity	0.62	NPC469760
Remote Similarity	0.62	NPC469765
Remote Similarity	0.62	NPC325903
Remote Similarity	0.62	NPC469786
Remote Similarity	0.62	NPC469763
Remote Similarity	0.6199	NPC268744
Remote Similarity	0.6199	NPC474318
Remote Similarity	0.6199	NPC201266
Remote Similarity	0.6199	NPC475914
Remote Similarity	0.6199	NPC153123
Remote Similarity	0.6199	NPC220797
Remote Similarity	0.6198	NPC84911
Remote Similarity	0.6196	NPC46358

Drug Structure

NPD2849 OpenBabel08211702562D 29 31 0 0 0 0 0 0 0 0999 V2000 1.7601 1.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 4.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0494 2.6162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6372 3.4252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0549 2.7207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0714 3.0343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2524 4.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0659 2.9297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2469 4.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2305 4.3387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6701 4.0523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6646 3.9478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6537 3.7388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6482 3.6342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 3.2433 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 -0.5000 2.5388 0.0000 C 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 -7.2360 4.4433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 3.3479 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4890 2.3298 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 15 2 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 20 2 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 17 2 0 0 0 0 12 21 1 0 0 0 0 14 15 1 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 16 23 2 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 24 27 2 0 0 0 0 25 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000277
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	491941
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.08
ALogP	-0.4041
MLogP	2.45
XLogP	2.672
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	142.87
RO5 Violation	0