NPASS drugs

Drug Information

Drug ID:	NPD3939
Drug Name:	CS-526
Molecular Formula:	C20H22FN3O
Canonical SMILES:	Fc1ccc(cc1)COc1nncc2c1n(C[C@H]1C[C@@H]1C)c(c2C)C
Standard InCHI:	InChI=1S/C20H22FN3O/c1-12-8-16(12)10-24-14(3)13(2)18-9-22-23-20(19(18)24)25-11-15-4-6-17(21)7-5-15/h4-7,9,12,16H,8,10-11H2,1-3H3/t12-,16+/m0/s1
Standard InCHIKey:	NXPLYKRKIFPEOA-BLLLJJGKSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3939

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	558
0.1-0.2	4810
0.2-0.3	8166
0.3-0.4	11753
0.4-0.5	3263
0.5-0.6	1718
0.6-0.7	583
0.7-0.8	39
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	0.7783	NPC267928
Intermediate Similarity	0.7703	NPC180504
Intermediate Similarity	0.7689	NPC26679
Intermediate Similarity	0.767	NPC19872
Intermediate Similarity	0.7644	NPC476138
Intermediate Similarity	0.7644	NPC245816
Intermediate Similarity	0.7583	NPC287208
Intermediate Similarity	0.7547	NPC185782
Intermediate Similarity	0.7488	NPC476287
Intermediate Similarity	0.7444	NPC314954
Intermediate Similarity	0.7416	NPC176538
Intermediate Similarity	0.7393	NPC475774
Intermediate Similarity	0.7339	NPC470799
Intermediate Similarity	0.7339	NPC8022
Intermediate Similarity	0.7336	NPC82548
Intermediate Similarity	0.7308	NPC194967
Intermediate Similarity	0.7302	NPC174672
Intermediate Similarity	0.7299	NPC232727
Intermediate Similarity	0.7241	NPC284678
Intermediate Similarity	0.7222	NPC174758
Intermediate Similarity	0.7212	NPC198673
Intermediate Similarity	0.7193	NPC469554
Intermediate Similarity	0.7156	NPC168911
Intermediate Similarity	0.7143	NPC118776
Intermediate Similarity	0.7123	NPC287437
Intermediate Similarity	0.7118	NPC101543
Intermediate Similarity	0.7112	NPC30540
Intermediate Similarity	0.711	NPC123976
Intermediate Similarity	0.711	NPC167860
Intermediate Similarity	0.7089	NPC121772
Intermediate Similarity	0.7087	NPC141053
Intermediate Similarity	0.7085	NPC292958
Intermediate Similarity	0.7075	NPC239954
Intermediate Similarity	0.7073	NPC284559
Intermediate Similarity	0.7048	NPC84853
Intermediate Similarity	0.7039	NPC20249
Intermediate Similarity	0.7027	NPC274982
Intermediate Similarity	0.7022	NPC310118
Intermediate Similarity	0.7005	NPC472111
Remote Similarity	0.6995	NPC211997
Remote Similarity	0.6986	NPC471593
Remote Similarity	0.6976	NPC219963
Remote Similarity	0.6963	NPC476167
Remote Similarity	0.6962	NPC472434
Remote Similarity	0.6959	NPC285558
Remote Similarity	0.6952	NPC92111
Remote Similarity	0.6946	NPC134586
Remote Similarity	0.6943	NPC110151
Remote Similarity	0.6938	NPC110741
Remote Similarity	0.6933	NPC193267
Remote Similarity	0.6933	NPC213530
Remote Similarity	0.693	NPC315957
Remote Similarity	0.6927	NPC323345
Remote Similarity	0.6927	NPC470164
Remote Similarity	0.6916	NPC192315
Remote Similarity	0.6915	NPC476518
Remote Similarity	0.6909	NPC469589
Remote Similarity	0.6905	NPC76748
Remote Similarity	0.6893	NPC161887
Remote Similarity	0.6893	NPC266551
Remote Similarity	0.6892	NPC94157
Remote Similarity	0.6887	NPC226202
Remote Similarity	0.6884	NPC476582
Remote Similarity	0.6884	NPC476578
Remote Similarity	0.6884	NPC4071
Remote Similarity	0.6881	NPC121658
Remote Similarity	0.6881	NPC14651
Remote Similarity	0.6881	NPC475070
Remote Similarity	0.6878	NPC290689
Remote Similarity	0.6878	NPC5145
Remote Similarity	0.6857	NPC296527
Remote Similarity	0.6852	NPC477019
Remote Similarity	0.6847	NPC208284
Remote Similarity	0.6847	NPC111624
Remote Similarity	0.6846	NPC26543
Remote Similarity	0.684	NPC133140
Remote Similarity	0.684	NPC195268
Remote Similarity	0.6837	NPC212213
Remote Similarity	0.682	NPC470586
Remote Similarity	0.682	NPC31930
Remote Similarity	0.6818	NPC313189
Remote Similarity	0.6816	NPC472098
Remote Similarity	0.6808	NPC307963
Remote Similarity	0.6806	NPC187558
Remote Similarity	0.6804	NPC47059
Remote Similarity	0.6804	NPC118832
Remote Similarity	0.6804	NPC16452
Remote Similarity	0.6804	NPC329708
Remote Similarity	0.6804	NPC476581
Remote Similarity	0.6804	NPC36229
Remote Similarity	0.6804	NPC264166
Remote Similarity	0.6804	NPC165349
Remote Similarity	0.6804	NPC274291
Remote Similarity	0.6803	NPC472435
Remote Similarity	0.68	NPC118511
Remote Similarity	0.6798	NPC60621
Remote Similarity	0.6795	NPC329631
Remote Similarity	0.6782	NPC1527
Remote Similarity	0.6781	NPC260434
Remote Similarity	0.6779	NPC48938
Remote Similarity	0.6777	NPC472066
Remote Similarity	0.6777	NPC472067
Remote Similarity	0.6777	NPC472031
Remote Similarity	0.6774	NPC329793
Remote Similarity	0.6765	NPC99891
Remote Similarity	0.6765	NPC148889
Remote Similarity	0.6763	NPC472068
Remote Similarity	0.6763	NPC471891
Remote Similarity	0.6758	NPC223427
Remote Similarity	0.6754	NPC132642
Remote Similarity	0.675	NPC177404
Remote Similarity	0.6745	NPC134079
Remote Similarity	0.6744	NPC251090
Remote Similarity	0.6744	NPC13880
Remote Similarity	0.6741	NPC53069
Remote Similarity	0.6741	NPC118940
Remote Similarity	0.6741	NPC264176
Remote Similarity	0.6741	NPC202768
Remote Similarity	0.6741	NPC296482
Remote Similarity	0.6737	NPC295228
Remote Similarity	0.6731	NPC474798
Remote Similarity	0.6728	NPC18487
Remote Similarity	0.6727	NPC472259
Remote Similarity	0.6721	NPC472436
Remote Similarity	0.6712	NPC476465
Remote Similarity	0.6712	NPC211813
Remote Similarity	0.6711	NPC162530
Remote Similarity	0.6711	NPC17565
Remote Similarity	0.6709	NPC160666
Remote Similarity	0.6697	NPC474145
Remote Similarity	0.6697	NPC329747
Remote Similarity	0.6697	NPC234197
Remote Similarity	0.6697	NPC475841
Remote Similarity	0.6696	NPC216612
Remote Similarity	0.6682	NPC200836
Remote Similarity	0.6681	NPC470549
Remote Similarity	0.6667	NPC135549
Remote Similarity	0.6667	NPC283152
Remote Similarity	0.6667	NPC122436
Remote Similarity	0.6667	NPC65277
Remote Similarity	0.6652	NPC472027
Remote Similarity	0.6652	NPC11464
Remote Similarity	0.6652	NPC170114
Remote Similarity	0.6652	NPC470500
Remote Similarity	0.6652	NPC288349
Remote Similarity	0.6651	NPC475190
Remote Similarity	0.6651	NPC470474
Remote Similarity	0.6638	NPC475253
Remote Similarity	0.6637	NPC271215
Remote Similarity	0.6637	NPC469592
Remote Similarity	0.6637	NPC149471
Remote Similarity	0.6637	NPC471080
Remote Similarity	0.6636	NPC470678
Remote Similarity	0.6634	NPC158129
Remote Similarity	0.6634	NPC263439
Remote Similarity	0.6624	NPC476997
Remote Similarity	0.6623	NPC473513
Remote Similarity	0.6622	NPC476124
Remote Similarity	0.6622	NPC476121
Remote Similarity	0.6622	NPC238457
Remote Similarity	0.6621	NPC11017
Remote Similarity	0.662	NPC242928
Remote Similarity	0.6619	NPC176127
Remote Similarity	0.6616	NPC26872
Remote Similarity	0.6613	NPC258048
Remote Similarity	0.6609	NPC472099
Remote Similarity	0.6606	NPC53144
Remote Similarity	0.6605	NPC324149
Remote Similarity	0.66	NPC26850
Remote Similarity	0.6596	NPC476996
Remote Similarity	0.6596	NPC476998
Remote Similarity	0.6594	NPC173080
Remote Similarity	0.6593	NPC171409
Remote Similarity	0.6593	NPC202605
Remote Similarity	0.6593	NPC96405
Remote Similarity	0.6593	NPC112206
Remote Similarity	0.6585	NPC477888
Remote Similarity	0.6578	NPC123839
Remote Similarity	0.6577	NPC470930
Remote Similarity	0.6574	NPC279401
Remote Similarity	0.6574	NPC79293
Remote Similarity	0.6568	NPC476451
Remote Similarity	0.6568	NPC476999
Remote Similarity	0.6564	NPC473757
Remote Similarity	0.6562	NPC475910
Remote Similarity	0.6561	NPC295898
Remote Similarity	0.6561	NPC57398
Remote Similarity	0.6557	NPC62510
Remote Similarity	0.6555	NPC472168
Remote Similarity	0.6553	NPC476994
Remote Similarity	0.655	NPC304926
Remote Similarity	0.655	NPC476041
Remote Similarity	0.654	NPC102593
Remote Similarity	0.654	NPC196718
Remote Similarity	0.6535	NPC255229
Remote Similarity	0.6535	NPC81229
Remote Similarity	0.6535	NPC285635
Remote Similarity	0.6522	NPC469594
Remote Similarity	0.6522	NPC100079
Remote Similarity	0.6522	NPC23614

Drug Structure

NPD3939 OpenBabel08211704332D 25 28 0 0 1 0 0 0 0 0999 V2000 2.4241 -3.9324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9921 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2709 0.5000 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 -0.8660 -0.5000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3719 -2.3122 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 2.9921 -1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1151 -2.9814 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 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 0 0 0 0 0 0 0 0 0 0 2.3230 -2.0032 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 1.7321 -0.0000 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 -3.4641 0.0000 0.0000 F 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 6 1 0 0 0 0 4 15 2 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 9 22 1 0 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 11 25 1 0 0 0 0 12 1 1 1 0 0 0 12 16 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 24 1 0 0 0 0 16 10 1 6 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 22 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009208
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.17
ALogP	1.3332
MLogP	3.11
XLogP	4.761
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	39.94
RO5 Violation	0