NPASS drugs

Drug Information

Drug ID:	NPD2590
Drug Name:
Molecular Formula:	C17H22N4O
Canonical SMILES:	CN1[C@@H]2CC[C@H]1CC(C2)NC(=O)c1nn(c2c1cccc2)C
Standard InCHI:	InChI=1S/C17H22N4O/c1-20-12-7-8-13(20)10-11(9-12)18-17(22)16-14-5-3-4-6-15(14)21(2)19-16/h3-6,11-13H,7-10H2,1-2H3,(H,18,22)/t11?,12-,13+
Standard InCHIKey:	DDHAJFBBJWHSBR-YHWZYXNKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2590

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	428
0.1-0.2	4258
0.2-0.3	12311
0.3-0.4	9743
0.4-0.5	1767
0.5-0.6	1531
0.6-0.7	799
0.7-0.8	52
0.8-0.85	1
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	0.8034	NPC470205
Intermediate Similarity	0.7845	NPC133003
Intermediate Similarity	0.7841	NPC161861
Intermediate Similarity	0.7572	NPC477887
Intermediate Similarity	0.7554	NPC308931
Intermediate Similarity	0.7554	NPC99939
Intermediate Similarity	0.7514	NPC17273
Intermediate Similarity	0.7514	NPC135601
Intermediate Similarity	0.7514	NPC141612
Intermediate Similarity	0.7487	NPC324091
Intermediate Similarity	0.7474	NPC317701
Intermediate Similarity	0.7456	NPC470440
Intermediate Similarity	0.7432	NPC91179
Intermediate Similarity	0.7405	NPC477003
Intermediate Similarity	0.7405	NPC21429
Intermediate Similarity	0.7401	NPC271797
Intermediate Similarity	0.7401	NPC21174
Intermediate Similarity	0.7354	NPC476460
Intermediate Similarity	0.7345	NPC194881
Intermediate Similarity	0.7333	NPC471943
Intermediate Similarity	0.7287	NPC17059
Intermediate Similarity	0.7283	NPC11126
Intermediate Similarity	0.7277	NPC326422
Intermediate Similarity	0.7253	NPC252572
Intermediate Similarity	0.7228	NPC284775
Intermediate Similarity	0.7219	NPC228835
Intermediate Similarity	0.7204	NPC191415
Intermediate Similarity	0.7174	NPC151635
Intermediate Similarity	0.7165	NPC167710
Intermediate Similarity	0.7151	NPC16659
Intermediate Similarity	0.7113	NPC102592
Intermediate Similarity	0.7113	NPC79356
Intermediate Similarity	0.7108	NPC162417
Intermediate Similarity	0.7108	NPC316104
Intermediate Similarity	0.7097	NPC265710
Intermediate Similarity	0.7074	NPC102755
Intermediate Similarity	0.7068	NPC213629
Intermediate Similarity	0.7068	NPC473666
Intermediate Similarity	0.7053	NPC94752
Intermediate Similarity	0.7047	NPC272458
Intermediate Similarity	0.7045	NPC117032
Intermediate Similarity	0.7045	NPC472260
Intermediate Similarity	0.7043	NPC473380
Intermediate Similarity	0.7043	NPC240088
Intermediate Similarity	0.7033	NPC114637
Intermediate Similarity	0.7027	NPC469529
Intermediate Similarity	0.701	NPC304203
Intermediate Similarity	0.7005	NPC220797
Intermediate Similarity	0.7005	NPC474318
Intermediate Similarity	0.7005	NPC268744
Intermediate Similarity	0.7005	NPC475914
Intermediate Similarity	0.7005	NPC201266
Intermediate Similarity	0.7005	NPC153123
Remote Similarity	0.699	NPC134657
Remote Similarity	0.6982	NPC325252
Remote Similarity	0.6979	NPC103119
Remote Similarity	0.697	NPC269203
Remote Similarity	0.697	NPC13456
Remote Similarity	0.697	NPC166209
Remote Similarity	0.697	NPC77241
Remote Similarity	0.6959	NPC216550
Remote Similarity	0.6952	NPC157583
Remote Similarity	0.6947	NPC467063
Remote Similarity	0.6944	NPC474880
Remote Similarity	0.6944	NPC475990
Remote Similarity	0.6944	NPC221786
Remote Similarity	0.6941	NPC65408
Remote Similarity	0.694	NPC56233
Remote Similarity	0.6936	NPC136002
Remote Similarity	0.6923	NPC198988
Remote Similarity	0.6923	NPC269886
Remote Similarity	0.6923	NPC247735
Remote Similarity	0.6923	NPC472295
Remote Similarity	0.6923	NPC478182
Remote Similarity	0.6923	NPC478184
Remote Similarity	0.6923	NPC81802
Remote Similarity	0.6923	NPC472210
Remote Similarity	0.6919	NPC477004
Remote Similarity	0.6919	NPC238499
Remote Similarity	0.691	NPC281094
Remote Similarity	0.6885	NPC42372
Remote Similarity	0.6885	NPC115232
Remote Similarity	0.6879	NPC473868
Remote Similarity	0.6879	NPC63157
Remote Similarity	0.6878	NPC469896
Remote Similarity	0.6878	NPC88110
Remote Similarity	0.6872	NPC471386
Remote Similarity	0.6869	NPC34837
Remote Similarity	0.6869	NPC171317
Remote Similarity	0.6862	NPC234987
Remote Similarity	0.6862	NPC14325
Remote Similarity	0.6862	NPC28848
Remote Similarity	0.686	NPC88097
Remote Similarity	0.6847	NPC54420
Remote Similarity	0.6845	NPC293216
Remote Similarity	0.6845	NPC6865
Remote Similarity	0.6845	NPC153980
Remote Similarity	0.6845	NPC471579
Remote Similarity	0.6834	NPC293917
Remote Similarity	0.6832	NPC473376
Remote Similarity	0.6825	NPC219336
Remote Similarity	0.6821	NPC473763
Remote Similarity	0.6821	NPC117244
Remote Similarity	0.6821	NPC59084
Remote Similarity	0.6818	NPC478186
Remote Similarity	0.6814	NPC116555
Remote Similarity	0.6813	NPC229173
Remote Similarity	0.6806	NPC159125
Remote Similarity	0.6806	NPC117027
Remote Similarity	0.6802	NPC294693
Remote Similarity	0.6796	NPC72956
Remote Similarity	0.6786	NPC472292
Remote Similarity	0.6784	NPC474389
Remote Similarity	0.678	NPC162860
Remote Similarity	0.678	NPC478158
Remote Similarity	0.6778	NPC476219
Remote Similarity	0.6778	NPC476297
Remote Similarity	0.6776	NPC214106
Remote Similarity	0.6772	NPC15573
Remote Similarity	0.6772	NPC183662
Remote Similarity	0.6772	NPC217372
Remote Similarity	0.6772	NPC64436
Remote Similarity	0.6771	NPC472119
Remote Similarity	0.6768	NPC245916
Remote Similarity	0.6768	NPC472116
Remote Similarity	0.6766	NPC471944
Remote Similarity	0.6763	NPC471194
Remote Similarity	0.6763	NPC471164
Remote Similarity	0.6763	NPC471193
Remote Similarity	0.6763	NPC471574
Remote Similarity	0.6761	NPC204141
Remote Similarity	0.6761	NPC476817
Remote Similarity	0.6758	NPC276085
Remote Similarity	0.6758	NPC293487
Remote Similarity	0.6754	NPC113626
Remote Similarity	0.675	NPC237414
Remote Similarity	0.6739	NPC317105
Remote Similarity	0.6724	NPC2949
Remote Similarity	0.6724	NPC115611
Remote Similarity	0.6722	NPC295021
Remote Similarity	0.6722	NPC200214
Remote Similarity	0.6718	NPC63199
Remote Similarity	0.6718	NPC196251
Remote Similarity	0.6718	NPC111602
Remote Similarity	0.6718	NPC102338
Remote Similarity	0.6718	NPC321708
Remote Similarity	0.6718	NPC255909
Remote Similarity	0.6716	NPC471191
Remote Similarity	0.6714	NPC267811
Remote Similarity	0.6704	NPC473878
Remote Similarity	0.6703	NPC299594
Remote Similarity	0.6703	NPC76982
Remote Similarity	0.6702	NPC73994
Remote Similarity	0.6702	NPC40530
Remote Similarity	0.6702	NPC314281
Remote Similarity	0.6701	NPC478077
Remote Similarity	0.6701	NPC472113
Remote Similarity	0.67	NPC473640
Remote Similarity	0.6698	NPC272174
Remote Similarity	0.6686	NPC218268
Remote Similarity	0.6685	NPC21605
Remote Similarity	0.6685	NPC242116
Remote Similarity	0.6684	NPC145885
Remote Similarity	0.6684	NPC237188
Remote Similarity	0.6684	NPC84827
Remote Similarity	0.6684	NPC470003
Remote Similarity	0.6684	NPC472112
Remote Similarity	0.6684	NPC14113
Remote Similarity	0.6683	NPC475506
Remote Similarity	0.6683	NPC270918
Remote Similarity	0.6683	NPC472293
Remote Similarity	0.6683	NPC473218
Remote Similarity	0.6683	NPC300183
Remote Similarity	0.6683	NPC470702
Remote Similarity	0.6667	NPC470731
Remote Similarity	0.6667	NPC470732
Remote Similarity	0.6667	NPC470677
Remote Similarity	0.6667	NPC104483
Remote Similarity	0.6667	NPC478183
Remote Similarity	0.6667	NPC471192
Remote Similarity	0.6667	NPC322064
Remote Similarity	0.6667	NPC88115
Remote Similarity	0.6667	NPC100321
Remote Similarity	0.6667	NPC192674
Remote Similarity	0.6651	NPC470703
Remote Similarity	0.665	NPC227582
Remote Similarity	0.665	NPC155143
Remote Similarity	0.6649	NPC6982
Remote Similarity	0.6649	NPC248462
Remote Similarity	0.6648	NPC20144
Remote Similarity	0.6636	NPC312942
Remote Similarity	0.6636	NPC327095
Remote Similarity	0.6633	NPC220151
Remote Similarity	0.6633	NPC19692
Remote Similarity	0.6633	NPC175474
Remote Similarity	0.6632	NPC143533
Remote Similarity	0.6632	NPC270834
Remote Similarity	0.663	NPC470680
Remote Similarity	0.663	NPC200743
Remote Similarity	0.663	NPC100104

Drug Structure

NPD2590 OpenBabel08211702172D 23 26 0 0 1 0 0 0 0 0999 V2000 -0.6914 -1.2289 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2957 -0.9101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5676 1.2526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5676 0.2957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7388 1.7311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7388 -0.1828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4514 0.6679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0392 -0.1411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0266 -0.1834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7893 -1.2332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1552 -0.8919 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5004 0.3589 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4514 -0.9501 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9101 1.2526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9101 0.2957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.5484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2957 2.4585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3446 3.1696 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5625 0.7742 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5004 -0.6411 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 -1.2317 2.6574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0489 4.0797 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 9 11 1 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 13 1 0 0 0 0 11 18 1 0 0 0 0 12 7 1 1 0 0 0 12 20 1 0 0 0 0 13 8 1 1 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 17 18 1 0 0 0 0 17 22 2 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000728
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311254
ChEBI
CAS Number

Drug Properties

Molecular Weight	298.18
ALogP	-1.707
MLogP	2.78
XLogP	2.216
HDA	5
HBD	1
Rotatable Bonds	5
TPSA	50.16
RO5 Violation	0