NPASS drugs

Drug Information

Drug ID:	NPD2803
Drug Name:	MSC-204
Molecular Formula:	C18H17BrFN3O3
Canonical SMILES:	CCC(=O)c1ccc(c(c1O)C1CC1N=C(Nc1ccc(cn1)Br)O)F
Standard InCHI:	InChI=1S/C18H17BrFN3O3/c1-2-14(24)10-4-5-12(20)16(17(10)25)11-7-13(11)22-18(26)23-15-6-3-9(19)8-21-15/h3-6,8,11,13,25H,2,7H2,1H3,(H2,21,22,23,26)
Standard InCHIKey:	VRAJWAGCJIXJHQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2803

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	365
0.1-0.2	2339
0.2-0.3	9849
0.3-0.4	6858
0.4-0.5	8827
0.5-0.6	2093
0.6-0.7	556
0.7-0.8	3
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	0.7196	NPC56170
Intermediate Similarity	0.7004	NPC200553
Intermediate Similarity	0.7004	NPC279189
Remote Similarity	0.6972	NPC146724
Remote Similarity	0.6946	NPC174489
Remote Similarity	0.6946	NPC97902
Remote Similarity	0.6917	NPC162002
Remote Similarity	0.6916	NPC309845
Remote Similarity	0.6909	NPC78767
Remote Similarity	0.6909	NPC473814
Remote Similarity	0.6893	NPC471178
Remote Similarity	0.6888	NPC26641
Remote Similarity	0.6878	NPC124542
Remote Similarity	0.6878	NPC471177
Remote Similarity	0.6878	NPC59779
Remote Similarity	0.6869	NPC285923
Remote Similarity	0.6834	NPC77101
Remote Similarity	0.6833	NPC74153
Remote Similarity	0.6833	NPC90229
Remote Similarity	0.6831	NPC37152
Remote Similarity	0.6818	NPC93390
Remote Similarity	0.6786	NPC155792
Remote Similarity	0.6783	NPC128084
Remote Similarity	0.6783	NPC471603
Remote Similarity	0.6763	NPC473057
Remote Similarity	0.6761	NPC164340
Remote Similarity	0.6738	NPC27041
Remote Similarity	0.6707	NPC171393
Remote Similarity	0.6707	NPC295452
Remote Similarity	0.6697	NPC473821
Remote Similarity	0.6697	NPC45850
Remote Similarity	0.6693	NPC74619
Remote Similarity	0.6693	NPC471536
Remote Similarity	0.6667	NPC44354
Remote Similarity	0.6653	NPC276657
Remote Similarity	0.6652	NPC80596
Remote Similarity	0.6651	NPC471997
Remote Similarity	0.6639	NPC130570
Remote Similarity	0.6639	NPC116622
Remote Similarity	0.6638	NPC219087
Remote Similarity	0.6624	NPC473317
Remote Similarity	0.6624	NPC62995
Remote Similarity	0.6623	NPC303951
Remote Similarity	0.661	NPC48317
Remote Similarity	0.6609	NPC171787
Remote Similarity	0.6595	NPC23294
Remote Similarity	0.6593	NPC315491
Remote Similarity	0.6593	NPC45459
Remote Similarity	0.6588	NPC63109
Remote Similarity	0.6581	NPC237740
Remote Similarity	0.6579	NPC98715
Remote Similarity	0.6568	NPC477609
Remote Similarity	0.6567	NPC110182
Remote Similarity	0.6565	NPC193238
Remote Similarity	0.6562	NPC242209
Remote Similarity	0.656	NPC207851
Remote Similarity	0.6543	NPC477112
Remote Similarity	0.6542	NPC125597
Remote Similarity	0.654	NPC41717
Remote Similarity	0.6538	NPC477610
Remote Similarity	0.653	NPC295158
Remote Similarity	0.6529	NPC156003
Remote Similarity	0.6525	NPC469727
Remote Similarity	0.6522	NPC82053
Remote Similarity	0.6522	NPC175602
Remote Similarity	0.652	NPC213308
Remote Similarity	0.6518	NPC195239
Remote Similarity	0.6518	NPC157828
Remote Similarity	0.6516	NPC207686
Remote Similarity	0.6516	NPC183805
Remote Similarity	0.6509	NPC61038
Remote Similarity	0.6502	NPC477166
Remote Similarity	0.6502	NPC304187
Remote Similarity	0.6498	NPC314270
Remote Similarity	0.6496	NPC151976
Remote Similarity	0.6496	NPC87856
Remote Similarity	0.6494	NPC46225
Remote Similarity	0.6494	NPC183777
Remote Similarity	0.6494	NPC225821
Remote Similarity	0.6489	NPC11445
Remote Similarity	0.6486	NPC83111
Remote Similarity	0.6485	NPC253314
Remote Similarity	0.6483	NPC74969
Remote Similarity	0.6483	NPC147983
Remote Similarity	0.6483	NPC177996
Remote Similarity	0.6481	NPC470020
Remote Similarity	0.648	NPC316224
Remote Similarity	0.6478	NPC472259
Remote Similarity	0.6471	NPC74360
Remote Similarity	0.6471	NPC278434
Remote Similarity	0.6468	NPC267965
Remote Similarity	0.6466	NPC86834
Remote Similarity	0.6466	NPC258062
Remote Similarity	0.6466	NPC210828
Remote Similarity	0.6466	NPC127677
Remote Similarity	0.6465	NPC303225
Remote Similarity	0.6465	NPC139763
Remote Similarity	0.6462	NPC108469
Remote Similarity	0.646	NPC156704
Remote Similarity	0.6459	NPC475746
Remote Similarity	0.6458	NPC220851
Remote Similarity	0.6455	NPC314002
Remote Similarity	0.6454	NPC208522
Remote Similarity	0.6453	NPC9894
Remote Similarity	0.6443	NPC91868
Remote Similarity	0.6443	NPC63971
Remote Similarity	0.6441	NPC472289
Remote Similarity	0.6438	NPC271862
Remote Similarity	0.6437	NPC477549
Remote Similarity	0.6435	NPC476419
Remote Similarity	0.6434	NPC216369
Remote Similarity	0.6429	NPC477167
Remote Similarity	0.6429	NPC99666
Remote Similarity	0.6429	NPC473342
Remote Similarity	0.6429	NPC264285
Remote Similarity	0.6429	NPC475736
Remote Similarity	0.6426	NPC207020
Remote Similarity	0.6426	NPC117980
Remote Similarity	0.6425	NPC171171
Remote Similarity	0.6422	NPC271792
Remote Similarity	0.6422	NPC270918
Remote Similarity	0.6422	NPC325705
Remote Similarity	0.6422	NPC243850
Remote Similarity	0.6422	NPC53344
Remote Similarity	0.6422	NPC52831
Remote Similarity	0.6416	NPC222018
Remote Similarity	0.6414	NPC204491
Remote Similarity	0.6414	NPC203614
Remote Similarity	0.6414	NPC132211
Remote Similarity	0.6409	NPC204717
Remote Similarity	0.6402	NPC168209
Remote Similarity	0.64	NPC267343
Remote Similarity	0.6398	NPC236668
Remote Similarity	0.6398	NPC207866
Remote Similarity	0.6397	NPC475635
Remote Similarity	0.6396	NPC206186
Remote Similarity	0.6395	NPC477111
Remote Similarity	0.6392	NPC181081
Remote Similarity	0.6391	NPC328318
Remote Similarity	0.6391	NPC328596
Remote Similarity	0.639	NPC210434
Remote Similarity	0.639	NPC175150
Remote Similarity	0.639	NPC243633
Remote Similarity	0.6379	NPC132631
Remote Similarity	0.6379	NPC103687
Remote Similarity	0.6379	NPC60006
Remote Similarity	0.6379	NPC476124
Remote Similarity	0.6379	NPC476121
Remote Similarity	0.6376	NPC470279
Remote Similarity	0.6375	NPC150239
Remote Similarity	0.6372	NPC202812
Remote Similarity	0.6371	NPC146976
Remote Similarity	0.6368	NPC97367
Remote Similarity	0.6364	NPC200836
Remote Similarity	0.6364	NPC220765
Remote Similarity	0.636	NPC469717
Remote Similarity	0.6356	NPC284888
Remote Similarity	0.6351	NPC194040
Remote Similarity	0.6345	NPC469928
Remote Similarity	0.6345	NPC3207
Remote Similarity	0.6345	NPC322064
Remote Similarity	0.6341	NPC14288
Remote Similarity	0.6339	NPC154339
Remote Similarity	0.6337	NPC245348
Remote Similarity	0.6337	NPC476818
Remote Similarity	0.6336	NPC475070
Remote Similarity	0.6333	NPC269270
Remote Similarity	0.6332	NPC237414
Remote Similarity	0.6327	NPC477607
Remote Similarity	0.6327	NPC477608
Remote Similarity	0.6327	NPC246381
Remote Similarity	0.6326	NPC164664
Remote Similarity	0.6323	NPC46580
Remote Similarity	0.6322	NPC478141
Remote Similarity	0.6316	NPC49547
Remote Similarity	0.6316	NPC262898
Remote Similarity	0.6311	NPC214142
Remote Similarity	0.6311	NPC470018
Remote Similarity	0.6311	NPC114974
Remote Similarity	0.6309	NPC317373
Remote Similarity	0.6307	NPC14686
Remote Similarity	0.6303	NPC113812
Remote Similarity	0.6301	NPC24019
Remote Similarity	0.63	NPC135950
Remote Similarity	0.6296	NPC322482
Remote Similarity	0.6296	NPC253810
Remote Similarity	0.6296	NPC105758
Remote Similarity	0.6296	NPC476688
Remote Similarity	0.6296	NPC476686
Remote Similarity	0.6293	NPC476098
Remote Similarity	0.6292	NPC247803
Remote Similarity	0.6289	NPC476516
Remote Similarity	0.6288	NPC474916
Remote Similarity	0.6287	NPC6865
Remote Similarity	0.6287	NPC473218
Remote Similarity	0.6287	NPC153980
Remote Similarity	0.6287	NPC470702
Remote Similarity	0.6286	NPC124920
Remote Similarity	0.6286	NPC74575
Remote Similarity	0.6286	NPC118559

Drug Structure

NPD2803 OpenBabel08211702552D 29 31 0 0 1 0 0 0 0 0999 V2000 2.5981 1.5000 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 -2.2321 -0.8660 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -0.3660 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 C 0 0 3 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 -1.3660 -2.3660 0.0000 C 0 0 3 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 -3.0981 -2.3660 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 0.6340 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -1.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -3.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -3.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -4.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 -3.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 -5.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 14 1 0 0 0 0 3 6 2 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 15 1 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 21 1 0 0 0 0 9 19 1 0 0 0 0 10 14 1 0 0 0 0 10 17 2 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 24 2 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 17 25 1 0 0 0 0 18 22 2 3 0 0 0 18 23 1 0 0 0 0 18 26 1 0 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011455
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.04
ALogP	0.443
MLogP	2.56
XLogP	3.838
HDA	5
HBD	3
Rotatable Bonds	11
TPSA	94.81
RO5 Violation	0