NPASS drugs

Drug Information

Drug ID:	NPD4890
Drug Name:	Ji-101
Molecular Formula:	C22H20BrN5O2
Canonical SMILES:	COc1ccc(cc1NC(=Nc1cccc2c1ccn2Cc1cc[nH]c(=N)c1)O)Br
Standard InCHI:	InChI=1S/C22H20BrN5O2/c1-30-20-6-5-15(23)12-18(20)27-22(29)26-17-3-2-4-19-16(17)8-10-28(19)13-14-7-9-25-21(24)11-14/h2-12H,13H2,1H3,(H2,24,25)(H2,26,27,29)
Standard InCHIKey:	ZXBFYBLSJMEBEP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4890

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	485
0.1-0.2	5405
0.2-0.3	7699
0.3-0.4	11750
0.4-0.5	3031
0.5-0.6	1649
0.6-0.7	827
0.7-0.8	44
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	0.7703	NPC292958
Intermediate Similarity	0.7628	NPC475774
Intermediate Similarity	0.7371	NPC307963
Intermediate Similarity	0.7354	NPC128084
Intermediate Similarity	0.7324	NPC304187
Intermediate Similarity	0.7324	NPC477166
Intermediate Similarity	0.7277	NPC92111
Intermediate Similarity	0.7273	NPC285558
Intermediate Similarity	0.7252	NPC476465
Intermediate Similarity	0.7248	NPC19872
Intermediate Similarity	0.7244	NPC477610
Intermediate Similarity	0.7243	NPC473342
Intermediate Similarity	0.7243	NPC477167
Intermediate Similarity	0.723	NPC76748
Intermediate Similarity	0.7227	NPC476138
Intermediate Similarity	0.7227	NPC245816
Intermediate Similarity	0.722	NPC80596
Intermediate Similarity	0.7183	NPC296527
Intermediate Similarity	0.7175	NPC287208
Intermediate Similarity	0.7168	NPC162530
Intermediate Similarity	0.7143	NPC251090
Intermediate Similarity	0.7137	NPC314954
Intermediate Similarity	0.7124	NPC94157
Intermediate Similarity	0.711	NPC267928
Intermediate Similarity	0.7098	NPC477111
Intermediate Similarity	0.7094	NPC257851
Intermediate Similarity	0.7093	NPC266931
Intermediate Similarity	0.7091	NPC121772
Intermediate Similarity	0.7091	NPC303820
Intermediate Similarity	0.7091	NPC205254
Intermediate Similarity	0.7091	NPC23420
Intermediate Similarity	0.7091	NPC106771
Intermediate Similarity	0.7064	NPC222018
Intermediate Similarity	0.7059	NPC94211
Intermediate Similarity	0.7059	NPC52909
Intermediate Similarity	0.7059	NPC98685
Intermediate Similarity	0.7059	NPC475935
Intermediate Similarity	0.7056	NPC132642
Intermediate Similarity	0.7048	NPC26679
Intermediate Similarity	0.7043	NPC477609
Intermediate Similarity	0.7042	NPC30540
Intermediate Similarity	0.7027	NPC470678
Intermediate Similarity	0.7017	NPC180504
Intermediate Similarity	0.7009	NPC477113
Remote Similarity	0.6991	NPC185782
Remote Similarity	0.6986	NPC242209
Remote Similarity	0.6986	NPC13880
Remote Similarity	0.698	NPC117980
Remote Similarity	0.6979	NPC132631
Remote Similarity	0.6979	NPC103687
Remote Similarity	0.6975	NPC469554
Remote Similarity	0.6975	NPC101543
Remote Similarity	0.696	NPC475746
Remote Similarity	0.696	NPC113369
Remote Similarity	0.6957	NPC170114
Remote Similarity	0.6957	NPC470799
Remote Similarity	0.6957	NPC8022
Remote Similarity	0.6957	NPC288349
Remote Similarity	0.6944	NPC242928
Remote Similarity	0.6943	NPC476287
Remote Similarity	0.6937	NPC176538
Remote Similarity	0.693	NPC208284
Remote Similarity	0.6927	NPC99666
Remote Similarity	0.6923	NPC470501
Remote Similarity	0.692	NPC477607
Remote Similarity	0.692	NPC477608
Remote Similarity	0.6917	NPC24802
Remote Similarity	0.6913	NPC470549
Remote Similarity	0.6906	NPC232727
Remote Similarity	0.6897	NPC173080
Remote Similarity	0.6894	NPC167908
Remote Similarity	0.6892	NPC128823
Remote Similarity	0.6889	NPC264166
Remote Similarity	0.6889	NPC274291
Remote Similarity	0.6889	NPC165349
Remote Similarity	0.6889	NPC329708
Remote Similarity	0.6889	NPC118832
Remote Similarity	0.6889	NPC47059
Remote Similarity	0.6887	NPC42979
Remote Similarity	0.6886	NPC11464
Remote Similarity	0.6886	NPC167860
Remote Similarity	0.6886	NPC123976
Remote Similarity	0.6883	NPC142901
Remote Similarity	0.6883	NPC477110
Remote Similarity	0.688	NPC470502
Remote Similarity	0.6878	NPC473185
Remote Similarity	0.6875	NPC141053
Remote Similarity	0.6872	NPC82548
Remote Similarity	0.6872	NPC224764
Remote Similarity	0.6869	NPC176127
Remote Similarity	0.6867	NPC168209
Remote Similarity	0.6867	NPC193267
Remote Similarity	0.6867	NPC213530
Remote Similarity	0.6864	NPC125597
Remote Similarity	0.686	NPC17751
Remote Similarity	0.6858	NPC476121
Remote Similarity	0.6858	NPC476124
Remote Similarity	0.6855	NPC26543
Remote Similarity	0.6852	NPC171171
Remote Similarity	0.6851	NPC175150
Remote Similarity	0.6851	NPC243633
Remote Similarity	0.6849	NPC324149
Remote Similarity	0.6847	NPC239954
Remote Similarity	0.6842	NPC174672
Remote Similarity	0.6842	NPC174758
Remote Similarity	0.6837	NPC84478
Remote Similarity	0.6826	NPC207020
Remote Similarity	0.6822	NPC470503
Remote Similarity	0.6822	NPC130570
Remote Similarity	0.6822	NPC474798
Remote Similarity	0.682	NPC115595
Remote Similarity	0.6818	NPC84853
Remote Similarity	0.6818	NPC198673
Remote Similarity	0.6814	NPC470505
Remote Similarity	0.6812	NPC118511
Remote Similarity	0.6809	NPC473317
Remote Similarity	0.6806	NPC314002
Remote Similarity	0.6802	NPC77555
Remote Similarity	0.6786	NPC315957
Remote Similarity	0.6786	NPC329747
Remote Similarity	0.6781	NPC473513
Remote Similarity	0.678	NPC26850
Remote Similarity	0.6771	NPC168911
Remote Similarity	0.6765	NPC60006
Remote Similarity	0.6763	NPC177404
Remote Similarity	0.6759	NPC204717
Remote Similarity	0.6759	NPC108011
Remote Similarity	0.6753	NPC316981
Remote Similarity	0.6741	NPC476167
Remote Similarity	0.6741	NPC187558
Remote Similarity	0.674	NPC470500
Remote Similarity	0.674	NPC475070
Remote Similarity	0.6739	NPC199667
Remote Similarity	0.6737	NPC310118
Remote Similarity	0.6736	NPC157931
Remote Similarity	0.6729	NPC276540
Remote Similarity	0.6729	NPC233050
Remote Similarity	0.6726	NPC78767
Remote Similarity	0.6726	NPC473761
Remote Similarity	0.6726	NPC473814
Remote Similarity	0.6725	NPC475910
Remote Similarity	0.6723	NPC245348
Remote Similarity	0.6723	NPC17565
Remote Similarity	0.6722	NPC475253
Remote Similarity	0.672	NPC472031
Remote Similarity	0.672	NPC472067
Remote Similarity	0.672	NPC472066
Remote Similarity	0.6714	NPC63751
Remote Similarity	0.6713	NPC220765
Remote Similarity	0.6711	NPC329793
Remote Similarity	0.671	NPC242923
Remote Similarity	0.6709	NPC477114
Remote Similarity	0.6708	NPC471762
Remote Similarity	0.6708	NPC66777
Remote Similarity	0.6699	NPC280864
Remote Similarity	0.6696	NPC473181
Remote Similarity	0.6696	NPC192315
Remote Similarity	0.6695	NPC474195
Remote Similarity	0.6694	NPC49547
Remote Similarity	0.6682	NPC473764
Remote Similarity	0.6682	NPC284678
Remote Similarity	0.6682	NPC96890
Remote Similarity	0.6682	NPC184964
Remote Similarity	0.6682	NPC314940
Remote Similarity	0.6681	NPC473180
Remote Similarity	0.6681	NPC65277
Remote Similarity	0.6667	NPC106937
Remote Similarity	0.6667	NPC274982
Remote Similarity	0.6667	NPC233936
Remote Similarity	0.6667	NPC307191
Remote Similarity	0.6667	NPC476578
Remote Similarity	0.6667	NPC5145
Remote Similarity	0.6667	NPC49217
Remote Similarity	0.6667	NPC287437
Remote Similarity	0.6667	NPC4071
Remote Similarity	0.6667	NPC46580
Remote Similarity	0.6667	NPC476582
Remote Similarity	0.6667	NPC275292
Remote Similarity	0.6667	NPC216369
Remote Similarity	0.6667	NPC243381
Remote Similarity	0.6653	NPC473183
Remote Similarity	0.6653	NPC474196
Remote Similarity	0.6653	NPC473179
Remote Similarity	0.6653	NPC160666
Remote Similarity	0.6652	NPC70956
Remote Similarity	0.6652	NPC469592
Remote Similarity	0.6652	NPC471080
Remote Similarity	0.6652	NPC18348
Remote Similarity	0.6652	NPC243834
Remote Similarity	0.6651	NPC15102
Remote Similarity	0.6651	NPC311276
Remote Similarity	0.664	NPC314882
Remote Similarity	0.6639	NPC473184
Remote Similarity	0.6639	NPC216612
Remote Similarity	0.6638	NPC82053
Remote Similarity	0.6637	NPC93390
Remote Similarity	0.6637	NPC234197
Remote Similarity	0.6637	NPC477019
Remote Similarity	0.6634	NPC26872
Remote Similarity	0.6627	NPC208522

Drug Structure

NPD4890 OpenBabel08211706322D 34 37 0 0 0 0 0 0 0 0999 V2000 -6.8598 -6.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5296 -2.5976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3957 -3.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5296 -1.5976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5918 -3.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5918 -4.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0048 -0.9284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5981 -0.0149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8598 -3.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7258 -2.5976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2617 -1.5976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2617 -2.5976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8598 -4.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3957 -1.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7258 -4.5976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1277 -4.0976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7258 -1.5976 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 -1.6942 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 -5.1277 -3.0976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9937 -4.5976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 -0.1194 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2617 -4.5976 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7258 -5.5976 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6180 -1.9021 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9937 -5.5976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2617 -5.5976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 17 1 0 0 0 0 4 19 2 0 0 0 0 5 6 2 0 0 0 0 5 15 1 0 0 0 0 6 20 1 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 25 1 0 0 0 0 10 28 1 0 0 0 0 11 14 2 0 0 0 0 11 21 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 28 1 0 0 0 0 15 23 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 26 1 0 0 0 0 18 20 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 30 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 2 3 0 0 0 22 27 1 0 0 0 0 22 29 1 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 27 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	465.08
ALogP	0.423
MLogP	3
XLogP	5.112
HDA	6
HBD	4
Rotatable Bonds	9
TPSA	94.66
RO5 Violation	1