NPASS drugs

Drug Information

Drug ID:	NPD4877
Drug Name:	Varlitinib
Molecular Formula:	C22H19ClN6O2S
Canonical SMILES:	C[C@@H]1COC(=N1)Nc1ccc2c(c1)c(ncn2)Nc1ccc(c(c1)Cl)OCc1nccs1
Standard InCHI:	InChI=1S/C22H19ClN6O2S/c1-13-10-31-22(27-13)29-14-2-4-18-16(8-14)21(26-12-25-18)28-15-3-5-19(17(23)9-15)30-11-20-24-6-7-32-20/h2-9,12-13H,10-11H2,1H3,(H,27,29)(H,25,26,28)/t13-/m1/s1
Standard InCHIKey:	UWXSAYUXVSFDBQ-CYBMUJFWSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4877

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	796
0.1-0.2	11070
0.2-0.3	5411
0.3-0.4	9938
0.4-0.5	2446
0.5-0.6	1164
0.6-0.7	64
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	0.7386	NPC56271
Remote Similarity	0.6756	NPC153467
Remote Similarity	0.6741	NPC39092
Remote Similarity	0.6679	NPC130570
Remote Similarity	0.6605	NPC471614
Remote Similarity	0.6543	NPC180504
Remote Similarity	0.6533	NPC316756
Remote Similarity	0.6468	NPC160666
Remote Similarity	0.6447	NPC30540
Remote Similarity	0.6431	NPC150447
Remote Similarity	0.6394	NPC315822
Remote Similarity	0.6385	NPC208284
Remote Similarity	0.6337	NPC24802
Remote Similarity	0.6333	NPC314954
Remote Similarity	0.6314	NPC19872
Remote Similarity	0.6272	NPC228206
Remote Similarity	0.6269	NPC476465
Remote Similarity	0.6216	NPC285558
Remote Similarity	0.6204	NPC469554
Remote Similarity	0.6199	NPC103687
Remote Similarity	0.6199	NPC132631
Remote Similarity	0.6196	NPC267928
Remote Similarity	0.6187	NPC176538
Remote Similarity	0.6178	NPC475774
Remote Similarity	0.6174	NPC471603
Remote Similarity	0.6151	NPC76748
Remote Similarity	0.6145	NPC101543
Remote Similarity	0.6143	NPC295452
Remote Similarity	0.6143	NPC171393
Remote Similarity	0.6142	NPC307963
Remote Similarity	0.6136	NPC242923
Remote Similarity	0.6127	NPC472067
Remote Similarity	0.6127	NPC472066
Remote Similarity	0.6127	NPC472031
Remote Similarity	0.6126	NPC92111
Remote Similarity	0.6124	NPC315957
Remote Similarity	0.6124	NPC121772
Remote Similarity	0.6115	NPC245816
Remote Similarity	0.6115	NPC476138
Remote Similarity	0.6113	NPC472068
Remote Similarity	0.6113	NPC26679
Remote Similarity	0.6111	NPC296527
Remote Similarity	0.6097	NPC250178
Remote Similarity	0.609	NPC476287
Remote Similarity	0.6087	NPC471593
Remote Similarity	0.6073	NPC115595
Remote Similarity	0.6069	NPC41982
Remote Similarity	0.6045	NPC170114
Remote Similarity	0.6038	NPC5145
Remote Similarity	0.6038	NPC167860
Remote Similarity	0.6038	NPC123976
Remote Similarity	0.6031	NPC118832
Remote Similarity	0.6031	NPC165349
Remote Similarity	0.6031	NPC251090
Remote Similarity	0.6031	NPC47059
Remote Similarity	0.6031	NPC264166
Remote Similarity	0.6031	NPC274291
Remote Similarity	0.6031	NPC329708
Remote Similarity	0.603	NPC478074
Remote Similarity	0.6023	NPC287208
Remote Similarity	0.6007	NPC470549
Remote Similarity	0.6	NPC477891
Remote Similarity	0.6	NPC197141
Remote Similarity	0.6	NPC240384
Remote Similarity	0.6	NPC185782
Remote Similarity	0.5993	NPC94157
Remote Similarity	0.5993	NPC300114
Remote Similarity	0.5986	NPC314056
Remote Similarity	0.5985	NPC288349
Remote Similarity	0.5984	NPC472289
Remote Similarity	0.5978	NPC213530
Remote Similarity	0.5978	NPC308906
Remote Similarity	0.5978	NPC193267
Remote Similarity	0.5977	NPC232727
Remote Similarity	0.597	NPC266931
Remote Similarity	0.597	NPC162530
Remote Similarity	0.597	NPC475070
Remote Similarity	0.596	NPC222592
Remote Similarity	0.596	NPC168486
Remote Similarity	0.5953	NPC478011
Remote Similarity	0.5953	NPC84853
Remote Similarity	0.5953	NPC478012
Remote Similarity	0.5951	NPC477795
Remote Similarity	0.5951	NPC477806
Remote Similarity	0.5951	NPC477796
Remote Similarity	0.5951	NPC477805
Remote Similarity	0.595	NPC141053
Remote Similarity	0.5942	NPC187145
Remote Similarity	0.5939	NPC329793
Remote Similarity	0.5933	NPC314176
Remote Similarity	0.5926	NPC478013
Remote Similarity	0.5916	NPC469308
Remote Similarity	0.5909	NPC470500
Remote Similarity	0.5907	NPC295228
Remote Similarity	0.5902	NPC477111
Remote Similarity	0.5902	NPC82548
Remote Similarity	0.59	NPC287437
Remote Similarity	0.59	NPC187558
Remote Similarity	0.5897	NPC132642
Remote Similarity	0.5897	NPC77022
Remote Similarity	0.5893	NPC470889
Remote Similarity	0.5889	NPC284678
Remote Similarity	0.5885	NPC77555
Remote Similarity	0.5876	NPC216221
Remote Similarity	0.5876	NPC310118
Remote Similarity	0.5873	NPC144114
Remote Similarity	0.5871	NPC223427
Remote Similarity	0.587	NPC74619
Remote Similarity	0.587	NPC125597
Remote Similarity	0.5867	NPC470799
Remote Similarity	0.5867	NPC8022
Remote Similarity	0.5858	NPC199667
Remote Similarity	0.5858	NPC471304
Remote Similarity	0.5857	NPC196718
Remote Similarity	0.5855	NPC216612
Remote Similarity	0.5848	NPC26543
Remote Similarity	0.5846	NPC13880
Remote Similarity	0.5846	NPC173344
Remote Similarity	0.5837	NPC134079
Remote Similarity	0.5833	NPC164228
Remote Similarity	0.5833	NPC249662
Remote Similarity	0.5831	NPC477633
Remote Similarity	0.5827	NPC257851
Remote Similarity	0.5827	NPC110151
Remote Similarity	0.5827	NPC470164
Remote Similarity	0.5827	NPC157931
Remote Similarity	0.5827	NPC323345
Remote Similarity	0.5824	NPC149014
Remote Similarity	0.5821	NPC473181
Remote Similarity	0.5821	NPC475253
Remote Similarity	0.582	NPC206251
Remote Similarity	0.582	NPC74382
Remote Similarity	0.5817	NPC329747
Remote Similarity	0.5815	NPC473180
Remote Similarity	0.5806	NPC164664
Remote Similarity	0.5801	NPC102593
Remote Similarity	0.5793	NPC469592
Remote Similarity	0.5793	NPC471080
Remote Similarity	0.5792	NPC324149
Remote Similarity	0.5792	NPC99666
Remote Similarity	0.5788	NPC476041
Remote Similarity	0.5788	NPC304926
Remote Similarity	0.5788	NPC314882
Remote Similarity	0.5787	NPC176127
Remote Similarity	0.5779	NPC161801
Remote Similarity	0.5775	NPC177056
Remote Similarity	0.5771	NPC107160
Remote Similarity	0.5768	NPC477113
Remote Similarity	0.5768	NPC472111
Remote Similarity	0.5763	NPC478006
Remote Similarity	0.5762	NPC174672
Remote Similarity	0.5761	NPC473317
Remote Similarity	0.576	NPC208060
Remote Similarity	0.5758	NPC234197
Remote Similarity	0.5752	NPC162484
Remote Similarity	0.5751	NPC477110
Remote Similarity	0.5748	NPC53534
Remote Similarity	0.5745	NPC292958
Remote Similarity	0.5741	NPC290689
Remote Similarity	0.5738	NPC26850
Remote Similarity	0.5736	NPC224327
Remote Similarity	0.5736	NPC230805
Remote Similarity	0.5735	NPC60006
Remote Similarity	0.5733	NPC478010
Remote Similarity	0.5733	NPC478009
Remote Similarity	0.5731	NPC195268
Remote Similarity	0.5731	NPC133140
Remote Similarity	0.5729	NPC142385
Remote Similarity	0.5725	NPC475910
Remote Similarity	0.5725	NPC472099
Remote Similarity	0.5725	NPC194967
Remote Similarity	0.5724	NPC471891
Remote Similarity	0.572	NPC476686
Remote Similarity	0.572	NPC476688
Remote Similarity	0.572	NPC105758
Remote Similarity	0.572	NPC18487
Remote Similarity	0.5719	NPC28945
Remote Similarity	0.5719	NPC15801
Remote Similarity	0.5714	NPC50511
Remote Similarity	0.5714	NPC473185
Remote Similarity	0.5714	NPC224764
Remote Similarity	0.5714	NPC81175
Remote Similarity	0.5714	NPC192712
Remote Similarity	0.5714	NPC477066
Remote Similarity	0.571	NPC315411
Remote Similarity	0.5709	NPC21461
Remote Similarity	0.5709	NPC78609
Remote Similarity	0.5709	NPC198673
Remote Similarity	0.5709	NPC96321
Remote Similarity	0.5709	NPC469594
Remote Similarity	0.5709	NPC260434
Remote Similarity	0.5709	NPC315062
Remote Similarity	0.5709	NPC267853
Remote Similarity	0.5709	NPC472434
Remote Similarity	0.5704	NPC60621
Remote Similarity	0.5704	NPC201697
Remote Similarity	0.5704	NPC469589
Remote Similarity	0.5704	NPC174758
Remote Similarity	0.5703	NPC278874
Remote Similarity	0.5703	NPC284559

Drug Structure

NPD4877 OpenBabel08211706322D 34 38 0 0 1 0 0 0 0 0999 V2000 -1.8968 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7378 0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2378 1.2514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 5.0878 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 1.7891 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3090 -0.9511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 3.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 3.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 4.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 5.0878 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.7596 0.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 3.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 5.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 5.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 1.9945 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 6.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 2.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 7 2 0 0 0 0 6 24 1 0 0 0 0 7 32 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 31 1 0 0 0 0 11 20 1 0 0 0 0 11 30 1 0 0 0 0 12 25 2 0 0 0 0 12 26 1 0 0 0 0 13 1 1 1 0 0 0 13 27 1 0 0 0 0 14 29 1 0 0 0 0 15 28 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 30 1 0 0 0 0 20 24 2 0 0 0 0 20 32 1 0 0 0 0 21 26 2 0 0 0 0 21 28 1 0 0 0 0 22 27 2 0 0 0 0 22 29 1 0 0 0 0 22 31 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002608
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	42642648
ChEBI
CAS Number

Drug Properties

Molecular Weight	466.10
ALogP	0.7466
MLogP	2.78
XLogP	4.52
HDA	7
HBD	2
Rotatable Bonds	9
TPSA	121.79
RO5 Violation	0