NPASS drugs

Drug Information

Drug ID:	NPD6268
Drug Name:	Xl-019
Molecular Formula:	C25H28N6O2
Canonical SMILES:	O=C(C1CCCN1)Nc1ccc(cc1)c1ccnc(n1)Nc1ccc(cc1)N1CCOCC1
Standard InCHI:	InChI=1S/C25H28N6O2/c32-24(23-2-1-12-26-23)28-19-5-3-18(4-6-19)22-11-13-27-25(30-22)29-20-7-9-21(10-8-20)31-14-16-33-17-15-31/h3-11,13,23,26H,1-2,12,14-17H2,(H,28,32)(H,27,29,30)
Standard InCHIKey:	ISOCDPQFIXDIMS-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6268

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	436
0.1-0.2	4791
0.2-0.3	17762
0.3-0.4	4006
0.4-0.5	1456
0.5-0.6	1644
0.6-0.7	745
0.7-0.8	50
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	0.7536	NPC470731
Intermediate Similarity	0.7454	NPC476817
Intermediate Similarity	0.7407	NPC327095
Intermediate Similarity	0.7407	NPC312942
Intermediate Similarity	0.7374	NPC94752
Intermediate Similarity	0.7373	NPC40455
Intermediate Similarity	0.7339	NPC19170
Intermediate Similarity	0.7296	NPC16659
Intermediate Similarity	0.729	NPC470732
Intermediate Similarity	0.7245	NPC265710
Intermediate Similarity	0.7245	NPC11126
Intermediate Similarity	0.724	NPC297862
Intermediate Similarity	0.7215	NPC64216
Intermediate Similarity	0.7207	NPC69843
Intermediate Similarity	0.7204	NPC116555
Intermediate Similarity	0.7196	NPC54744
Intermediate Similarity	0.7186	NPC228835
Intermediate Similarity	0.7179	NPC317054
Intermediate Similarity	0.7169	NPC253987
Intermediate Similarity	0.715	NPC471193
Intermediate Similarity	0.715	NPC471194
Intermediate Similarity	0.715	NPC99939
Intermediate Similarity	0.715	NPC308931
Intermediate Similarity	0.7143	NPC281049
Intermediate Similarity	0.713	NPC471192
Intermediate Similarity	0.713	NPC477175
Intermediate Similarity	0.713	NPC470730
Intermediate Similarity	0.7128	NPC161861
Intermediate Similarity	0.7114	NPC141612
Intermediate Similarity	0.7114	NPC135601
Intermediate Similarity	0.7114	NPC17273
Intermediate Similarity	0.7107	NPC240088
Intermediate Similarity	0.7107	NPC473380
Intermediate Similarity	0.7103	NPC72956
Intermediate Similarity	0.7098	NPC475969
Intermediate Similarity	0.7098	NPC475859
Intermediate Similarity	0.7098	NPC56233
Intermediate Similarity	0.7097	NPC267811
Intermediate Similarity	0.7089	NPC478158
Intermediate Similarity	0.7079	NPC17059
Intermediate Similarity	0.707	NPC153980
Intermediate Similarity	0.707	NPC6865
Intermediate Similarity	0.7067	NPC165743
Intermediate Similarity	0.7062	NPC473376
Intermediate Similarity	0.7051	NPC177996
Intermediate Similarity	0.7051	NPC147983
Intermediate Similarity	0.7031	NPC470203
Intermediate Similarity	0.7018	NPC238945
Intermediate Similarity	0.7015	NPC467063
Intermediate Similarity	0.7005	NPC478157
Remote Similarity	0.6979	NPC470204
Remote Similarity	0.6971	NPC167710
Remote Similarity	0.6957	NPC294693
Remote Similarity	0.6947	NPC476219
Remote Similarity	0.6944	NPC320968
Remote Similarity	0.6944	NPC54981
Remote Similarity	0.6942	NPC216550
Remote Similarity	0.6938	NPC474389
Remote Similarity	0.6931	NPC21429
Remote Similarity	0.6919	NPC469938
Remote Similarity	0.6916	NPC54420
Remote Similarity	0.6907	NPC478184
Remote Similarity	0.6903	NPC470729
Remote Similarity	0.6903	NPC477176
Remote Similarity	0.6897	NPC133003
Remote Similarity	0.6881	NPC143533
Remote Similarity	0.6878	NPC213629
Remote Similarity	0.6875	NPC474196
Remote Similarity	0.6872	NPC477177
Remote Similarity	0.6872	NPC474877
Remote Similarity	0.6861	NPC155444
Remote Similarity	0.6857	NPC171317
Remote Similarity	0.6856	NPC194881
Remote Similarity	0.6854	NPC317701
Remote Similarity	0.6852	NPC162860
Remote Similarity	0.685	NPC145885
Remote Similarity	0.685	NPC84827
Remote Similarity	0.685	NPC14113
Remote Similarity	0.6847	NPC477003
Remote Similarity	0.6842	NPC89987
Remote Similarity	0.6837	NPC49217
Remote Similarity	0.6824	NPC295452
Remote Similarity	0.6824	NPC171393
Remote Similarity	0.6821	NPC478182
Remote Similarity	0.6821	NPC271797
Remote Similarity	0.6821	NPC21174
Remote Similarity	0.6816	NPC12649
Remote Similarity	0.6812	NPC117244
Remote Similarity	0.6812	NPC473763
Remote Similarity	0.6812	NPC63279
Remote Similarity	0.6806	NPC71238
Remote Similarity	0.6804	NPC122141
Remote Similarity	0.6804	NPC282247
Remote Similarity	0.6796	NPC472289
Remote Similarity	0.6791	NPC472064
Remote Similarity	0.6789	NPC40070
Remote Similarity	0.6784	NPC191382
Remote Similarity	0.6784	NPC56109
Remote Similarity	0.6783	NPC297642
Remote Similarity	0.6782	NPC314281
Remote Similarity	0.6782	NPC40530
Remote Similarity	0.6782	NPC469896
Remote Similarity	0.6771	NPC474195
Remote Similarity	0.6769	NPC225018
Remote Similarity	0.6766	NPC157583
Remote Similarity	0.6758	NPC75634
Remote Similarity	0.6755	NPC204141
Remote Similarity	0.6754	NPC470233
Remote Similarity	0.6753	NPC293487
Remote Similarity	0.6753	NPC300238
Remote Similarity	0.674	NPC186351
Remote Similarity	0.6735	NPC317105
Remote Similarity	0.6731	NPC476460
Remote Similarity	0.6719	NPC325903
Remote Similarity	0.6716	NPC470205
Remote Similarity	0.6716	NPC102755
Remote Similarity	0.6716	NPC280852
Remote Similarity	0.6715	NPC103119
Remote Similarity	0.6715	NPC321708
Remote Similarity	0.6698	NPC34837
Remote Similarity	0.6698	NPC265576
Remote Similarity	0.6698	NPC473640
Remote Similarity	0.6696	NPC267078
Remote Similarity	0.6696	NPC935
Remote Similarity	0.6684	NPC476297
Remote Similarity	0.6684	NPC114209
Remote Similarity	0.6683	NPC68354
Remote Similarity	0.6683	NPC237188
Remote Similarity	0.6682	NPC469308
Remote Similarity	0.6682	NPC245916
Remote Similarity	0.6682	NPC475506
Remote Similarity	0.6667	NPC470440
Remote Similarity	0.6667	NPC220797
Remote Similarity	0.6667	NPC251936
Remote Similarity	0.6667	NPC56765
Remote Similarity	0.6667	NPC188821
Remote Similarity	0.6667	NPC201266
Remote Similarity	0.6667	NPC478183
Remote Similarity	0.6667	NPC474318
Remote Similarity	0.6667	NPC153123
Remote Similarity	0.6667	NPC474180
Remote Similarity	0.6667	NPC100321
Remote Similarity	0.6667	NPC475914
Remote Similarity	0.6667	NPC474357
Remote Similarity	0.6667	NPC268744
Remote Similarity	0.6667	NPC475258
Remote Similarity	0.6652	NPC470323
Remote Similarity	0.6651	NPC155143
Remote Similarity	0.6651	NPC476874
Remote Similarity	0.665	NPC283219
Remote Similarity	0.665	NPC126709
Remote Similarity	0.665	NPC248041
Remote Similarity	0.6649	NPC314102
Remote Similarity	0.6649	NPC251722
Remote Similarity	0.6649	NPC65408
Remote Similarity	0.6649	NPC282531
Remote Similarity	0.6639	NPC314882
Remote Similarity	0.6637	NPC477715
Remote Similarity	0.6636	NPC269203
Remote Similarity	0.6636	NPC166209
Remote Similarity	0.6636	NPC13456
Remote Similarity	0.6636	NPC77241
Remote Similarity	0.6633	NPC63751
Remote Similarity	0.6632	NPC143872
Remote Similarity	0.6622	NPC272174
Remote Similarity	0.6619	NPC472113
Remote Similarity	0.6619	NPC272458
Remote Similarity	0.6618	NPC24864
Remote Similarity	0.6618	NPC91179
Remote Similarity	0.6618	NPC476527
Remote Similarity	0.6618	NPC88110
Remote Similarity	0.6607	NPC477714
Remote Similarity	0.6603	NPC324091
Remote Similarity	0.6603	NPC472112
Remote Similarity	0.6602	NPC165495
Remote Similarity	0.6602	NPC108011
Remote Similarity	0.6601	NPC14325
Remote Similarity	0.6601	NPC284775
Remote Similarity	0.6601	NPC28848
Remote Similarity	0.66	NPC32534
Remote Similarity	0.6599	NPC478185
Remote Similarity	0.6598	NPC120070
Remote Similarity	0.6597	NPC469811
Remote Similarity	0.6592	NPC472027
Remote Similarity	0.6589	NPC293917
Remote Similarity	0.6589	NPC313421
Remote Similarity	0.6588	NPC326422
Remote Similarity	0.6585	NPC233936
Remote Similarity	0.6585	NPC191415
Remote Similarity	0.6585	NPC307191
Remote Similarity	0.6584	NPC203468
Remote Similarity	0.6584	NPC37423
Remote Similarity	0.6584	NPC110500
Remote Similarity	0.6584	NPC275305
Remote Similarity	0.6584	NPC149155
Remote Similarity	0.6582	NPC474880
Remote Similarity	0.6582	NPC475990
Remote Similarity	0.6582	NPC221786
Remote Similarity	0.658	NPC469975
Remote Similarity	0.6579	NPC125597

Drug Structure

NPD6268 OpenBabel08211709092D 36 40 0 0 1 0 0 0 0 0999 V2000 3.6808 -3.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -3.5055 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 -3.4641 1.0000 0.0000 C 0 0 0 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -4.1636 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 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 0.8660 -3.5000 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 -3.4641 -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 2.5981 -4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 3.5116 -4.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7195 -5.8849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 12 1 0 0 0 0 2 23 1 0 0 0 0 3 5 1 0 0 0 0 3 18 2 0 0 0 0 4 6 2 0 0 0 0 4 18 1 0 0 0 0 5 19 2 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 20 2 0 0 0 0 8 10 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 13 2 0 0 0 0 11 22 1 0 0 0 0 12 26 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 31 1 0 0 0 0 15 17 1 0 0 0 0 15 31 1 0 0 0 0 16 33 1 0 0 0 0 17 33 1 0 0 0 0 18 22 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 31 1 0 0 0 0 22 30 2 0 0 0 0 23 24 1 0 0 0 0 23 26 1 0 0 0 0 24 28 1 0 0 0 0 24 32 2 0 0 0 0 25 27 2 0 0 0 0 25 29 1 0 0 0 0 25 30 1 0 0 0 0 26 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 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	444.23
ALogP	-2.2916
MLogP	3.33
XLogP	3.345
HDA	8
HBD	3
Rotatable Bonds	7
TPSA	91.41
RO5 Violation	0