NPASS drugs

Drug Information

Drug ID:	NPD1600
Drug Name:	CK-2289
Molecular Formula:	C15H14N4O2
Canonical SMILES:	CCc1nc([nH]c1C(=O)c1ccc(cc1)n1cncc1)O
Standard InCHI:	InChI=1S/C15H14N4O2/c1-2-12-13(18-15(21)17-12)14(20)10-3-5-11(6-4-10)19-8-7-16-9-19/h3-9H,2H2,1H3,(H2,17,18,21)
Standard InCHIKey:	FIYSLYBKJKWZMC-UHFFFAOYSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1600

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	466
0.1-0.2	6118
0.2-0.3	14365
0.3-0.4	6339
0.4-0.5	1386
0.5-0.6	1447
0.6-0.7	693
0.7-0.8	74
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8731	NPC116555
Intermediate Similarity	0.839	NPC267811
Intermediate Similarity	0.7927	NPC191415
Intermediate Similarity	0.7892	NPC317701
Intermediate Similarity	0.789	NPC267078
Intermediate Similarity	0.789	NPC935
Intermediate Similarity	0.7854	NPC474357
Intermediate Similarity	0.7844	NPC470323
Intermediate Similarity	0.78	NPC326422
Intermediate Similarity	0.768	NPC284775
Intermediate Similarity	0.7642	NPC282247
Intermediate Similarity	0.7626	NPC476341
Intermediate Similarity	0.7614	NPC102755
Intermediate Similarity	0.7612	NPC476460
Intermediate Similarity	0.759	NPC240088
Intermediate Similarity	0.759	NPC473380
Intermediate Similarity	0.7564	NPC74619
Intermediate Similarity	0.7551	NPC265710
Intermediate Similarity	0.7538	NPC151635
Intermediate Similarity	0.7513	NPC16659
Intermediate Similarity	0.7487	NPC477003
Intermediate Similarity	0.7451	NPC304203
Intermediate Similarity	0.7447	NPC63109
Intermediate Similarity	0.7398	NPC317054
Intermediate Similarity	0.7389	NPC324091
Intermediate Similarity	0.7356	NPC237414
Intermediate Similarity	0.7349	NPC473218
Intermediate Similarity	0.7349	NPC470702
Intermediate Similarity	0.7321	NPC69843
Intermediate Similarity	0.7315	NPC470703
Intermediate Similarity	0.731	NPC469529
Intermediate Similarity	0.7295	NPC79356
Intermediate Similarity	0.7295	NPC102592
Intermediate Similarity	0.7259	NPC252572
Intermediate Similarity	0.7252	NPC229893
Intermediate Similarity	0.725	NPC73994
Intermediate Similarity	0.7225	NPC474389
Intermediate Similarity	0.7222	NPC54981
Intermediate Similarity	0.72	NPC156003
Intermediate Similarity	0.719	NPC81535
Intermediate Similarity	0.7189	NPC471194
Intermediate Similarity	0.7189	NPC471193
Intermediate Similarity	0.7183	NPC472259
Intermediate Similarity	0.7179	NPC115232
Intermediate Similarity	0.7177	NPC167710
Intermediate Similarity	0.7164	NPC40530
Intermediate Similarity	0.7164	NPC314281
Intermediate Similarity	0.7157	NPC476527
Intermediate Similarity	0.7155	NPC295452
Intermediate Similarity	0.7155	NPC171393
Intermediate Similarity	0.7115	NPC474180
Intermediate Similarity	0.7115	NPC188821
Intermediate Similarity	0.7113	NPC470680
Intermediate Similarity	0.7113	NPC100104
Intermediate Similarity	0.711	NPC153980
Intermediate Similarity	0.711	NPC6865
Intermediate Similarity	0.7108	NPC133003
Intermediate Similarity	0.7103	NPC473376
Intermediate Similarity	0.7092	NPC42372
Intermediate Similarity	0.7092	NPC233380
Intermediate Similarity	0.7083	NPC71238
Intermediate Similarity	0.7081	NPC202812
Intermediate Similarity	0.7071	NPC471943
Intermediate Similarity	0.7068	NPC472260
Intermediate Similarity	0.7065	NPC83774
Intermediate Similarity	0.7064	NPC72956
Intermediate Similarity	0.7062	NPC300238
Intermediate Similarity	0.7059	NPC27041
Intermediate Similarity	0.7056	NPC77101
Intermediate Similarity	0.705	NPC293216
Intermediate Similarity	0.7028	NPC477004
Intermediate Similarity	0.7026	NPC470204
Intermediate Similarity	0.702	NPC70949
Intermediate Similarity	0.7014	NPC227582
Intermediate Similarity	0.7009	NPC57398
Intermediate Similarity	0.7005	NPC266249
Remote Similarity	0.6995	NPC61011
Remote Similarity	0.6992	NPC477420
Remote Similarity	0.6992	NPC477418
Remote Similarity	0.699	NPC17273
Remote Similarity	0.699	NPC141612
Remote Similarity	0.699	NPC470203
Remote Similarity	0.699	NPC62749
Remote Similarity	0.699	NPC135601
Remote Similarity	0.6981	NPC474916
Remote Similarity	0.6976	NPC21429
Remote Similarity	0.6974	NPC474492
Remote Similarity	0.6971	NPC154339
Remote Similarity	0.697	NPC49217
Remote Similarity	0.697	NPC114637
Remote Similarity	0.6963	NPC282531
Remote Similarity	0.6952	NPC267343
Remote Similarity	0.6951	NPC475736
Remote Similarity	0.6946	NPC11126
Remote Similarity	0.6943	NPC251391
Remote Similarity	0.6942	NPC99939
Remote Similarity	0.6942	NPC308931
Remote Similarity	0.6941	NPC123839
Remote Similarity	0.6938	NPC210123
Remote Similarity	0.6937	NPC471192
Remote Similarity	0.6937	NPC177996
Remote Similarity	0.6937	NPC147983
Remote Similarity	0.6923	NPC54744
Remote Similarity	0.6916	NPC121327
Remote Similarity	0.6916	NPC252338
Remote Similarity	0.6912	NPC477042
Remote Similarity	0.6906	NPC472285
Remote Similarity	0.6906	NPC238945
Remote Similarity	0.6904	NPC214106
Remote Similarity	0.6904	NPC242116
Remote Similarity	0.6897	NPC157583
Remote Similarity	0.6893	NPC46895
Remote Similarity	0.6891	NPC217021
Remote Similarity	0.6891	NPC470679
Remote Similarity	0.6887	NPC128244
Remote Similarity	0.6884	NPC56233
Remote Similarity	0.6883	NPC207686
Remote Similarity	0.6878	NPC470677
Remote Similarity	0.6878	NPC118940
Remote Similarity	0.6875	NPC17059
Remote Similarity	0.6869	NPC265100
Remote Similarity	0.6866	NPC54214
Remote Similarity	0.6854	NPC475286
Remote Similarity	0.6854	NPC174281
Remote Similarity	0.6853	NPC122141
Remote Similarity	0.6852	NPC143977
Remote Similarity	0.6845	NPC270834
Remote Similarity	0.6845	NPC117027
Remote Similarity	0.6842	NPC321708
Remote Similarity	0.6842	NPC473666
Remote Similarity	0.6839	NPC473878
Remote Similarity	0.6839	NPC471655
Remote Similarity	0.6829	NPC88110
Remote Similarity	0.6825	NPC216550
Remote Similarity	0.6825	NPC47190
Remote Similarity	0.6823	NPC100726
Remote Similarity	0.6823	NPC114209
Remote Similarity	0.6821	NPC209362
Remote Similarity	0.6812	NPC228835
Remote Similarity	0.6812	NPC285923
Remote Similarity	0.681	NPC83111
Remote Similarity	0.6808	NPC48117
Remote Similarity	0.6808	NPC329765
Remote Similarity	0.6808	NPC476526
Remote Similarity	0.6806	NPC471944
Remote Similarity	0.6806	NPC467188
Remote Similarity	0.6804	NPC70406
Remote Similarity	0.6802	NPC80681
Remote Similarity	0.6802	NPC110182
Remote Similarity	0.6794	NPC278434
Remote Similarity	0.6791	NPC136957
Remote Similarity	0.6791	NPC19696
Remote Similarity	0.6791	NPC74413
Remote Similarity	0.6788	NPC123906
Remote Similarity	0.6786	NPC470732
Remote Similarity	0.6786	NPC470731
Remote Similarity	0.6786	NPC322064
Remote Similarity	0.6784	NPC478184
Remote Similarity	0.678	NPC55772
Remote Similarity	0.678	NPC126709
Remote Similarity	0.678	NPC248041
Remote Similarity	0.6765	NPC267885
Remote Similarity	0.6757	NPC320968
Remote Similarity	0.6757	NPC82370
Remote Similarity	0.6753	NPC313889
Remote Similarity	0.6749	NPC161861
Remote Similarity	0.6746	NPC94752
Remote Similarity	0.6744	NPC131887
Remote Similarity	0.6742	NPC61038
Remote Similarity	0.674	NPC276657
Remote Similarity	0.674	NPC474195
Remote Similarity	0.674	NPC14686
Remote Similarity	0.6736	NPC179787
Remote Similarity	0.6736	NPC201380
Remote Similarity	0.6736	NPC105811
Remote Similarity	0.6734	NPC225018
Remote Similarity	0.6732	NPC145885
Remote Similarity	0.6732	NPC14113
Remote Similarity	0.6732	NPC84827
Remote Similarity	0.6729	NPC472293
Remote Similarity	0.6728	NPC469308
Remote Similarity	0.6726	NPC471603
Remote Similarity	0.6725	NPC122436
Remote Similarity	0.6717	NPC293487
Remote Similarity	0.6716	NPC110500
Remote Similarity	0.6716	NPC149155
Remote Similarity	0.6716	NPC203468
Remote Similarity	0.6712	NPC132539
Remote Similarity	0.6702	NPC190296
Remote Similarity	0.6701	NPC321911
Remote Similarity	0.67	NPC262338
Remote Similarity	0.67	NPC478182
Remote Similarity	0.6699	NPC283219
Remote Similarity	0.6698	NPC141454
Remote Similarity	0.6698	NPC138370
Remote Similarity	0.6697	NPC476524
Remote Similarity	0.6697	NPC260900
Remote Similarity	0.6696	NPC269270
Remote Similarity	0.6695	NPC235685
Remote Similarity	0.6684	NPC63545

Drug Structure

NPD1600 OpenBabel08211701082D 23 25 0 0 0 0 0 0 0 0999 V2000 -1.3443 -3.0485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5522 -2.0704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8263 -2.2431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1572 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3482 -2.9013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 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 -6.3263 -3.1092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 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 -5.2437 -1.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 0.2749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 12 1 0 0 0 0 3 5 1 0 0 0 0 3 10 2 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 19 1 0 0 0 0 9 16 2 0 0 0 0 9 19 1 0 0 0 0 10 14 1 0 0 0 0 11 19 1 0 0 0 0 12 13 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 20 2 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 18 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008042
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	282.11
ALogP	-1.368
MLogP	2.45
XLogP	1.947
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	83.28
RO5 Violation	0