NPASS drugs

Drug Information

Drug ID:	NPD2358
Drug Name:
Molecular Formula:	C17H15N3O2
Canonical SMILES:	Nc1ccc(cc1)C1=NN=C(Cc2c1cc1OCOc1c2)C
Standard InCHI:	InChI=1S/C17H15N3O2/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11/h2-5,7-8H,6,9,18H2,1H3
Standard InCHIKey:	LFBZZHVSGAHQPP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2358

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	266
0.1-0.2	1566
0.2-0.3	6922
0.3-0.4	5458
0.4-0.5	7318
0.5-0.6	7592
0.6-0.7	1688
0.7-0.8	80
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	0.7697	NPC296742
Intermediate Similarity	0.7684	NPC69213
Intermediate Similarity	0.7679	NPC24954
Intermediate Similarity	0.764	NPC224293
Intermediate Similarity	0.76	NPC206201
Intermediate Similarity	0.7598	NPC112676
Intermediate Similarity	0.7528	NPC204385
Intermediate Similarity	0.7443	NPC265383
Intermediate Similarity	0.7432	NPC29472
Intermediate Similarity	0.7401	NPC260118
Intermediate Similarity	0.7374	NPC249405
Intermediate Similarity	0.736	NPC311936
Intermediate Similarity	0.736	NPC192939
Intermediate Similarity	0.736	NPC215747
Intermediate Similarity	0.7358	NPC254610
Intermediate Similarity	0.7333	NPC475959
Intermediate Similarity	0.7318	NPC119579
Intermediate Similarity	0.7294	NPC235628
Intermediate Similarity	0.7289	NPC77359
Intermediate Similarity	0.7278	NPC93593
Intermediate Similarity	0.7278	NPC28425
Intermediate Similarity	0.7273	NPC16436
Intermediate Similarity	0.7267	NPC344161
Intermediate Similarity	0.7247	NPC283810
Intermediate Similarity	0.7244	NPC470706
Intermediate Similarity	0.7234	NPC477019
Intermediate Similarity	0.7232	NPC228040
Intermediate Similarity	0.7216	NPC312872
Intermediate Similarity	0.7208	NPC17348
Intermediate Similarity	0.7188	NPC7018
Intermediate Similarity	0.7179	NPC246974
Intermediate Similarity	0.7179	NPC147247
Intermediate Similarity	0.7171	NPC301641
Intermediate Similarity	0.7171	NPC80241
Intermediate Similarity	0.716	NPC77572
Intermediate Similarity	0.7151	NPC287588
Intermediate Similarity	0.7143	NPC304659
Intermediate Similarity	0.7143	NPC86144
Intermediate Similarity	0.7143	NPC234197
Intermediate Similarity	0.7126	NPC189470
Intermediate Similarity	0.712	NPC312531
Intermediate Similarity	0.712	NPC159101
Intermediate Similarity	0.7118	NPC292003
Intermediate Similarity	0.7115	NPC99798
Intermediate Similarity	0.7115	NPC157740
Intermediate Similarity	0.7115	NPC191302
Intermediate Similarity	0.7115	NPC177167
Intermediate Similarity	0.7115	NPC100129
Intermediate Similarity	0.7104	NPC219170
Intermediate Similarity	0.7104	NPC180253
Intermediate Similarity	0.709	NPC212163
Intermediate Similarity	0.7088	NPC276060
Intermediate Similarity	0.7078	NPC249788
Intermediate Similarity	0.7076	NPC41178
Intermediate Similarity	0.7076	NPC76079
Intermediate Similarity	0.7076	NPC138487
Intermediate Similarity	0.7076	NPC216459
Intermediate Similarity	0.7059	NPC210148
Intermediate Similarity	0.7059	NPC233029
Intermediate Similarity	0.7056	NPC85613
Intermediate Similarity	0.7051	NPC301713
Intermediate Similarity	0.7051	NPC156944
Intermediate Similarity	0.7051	NPC251466
Intermediate Similarity	0.7048	NPC145304
Intermediate Similarity	0.7043	NPC79213
Intermediate Similarity	0.7041	NPC13397
Intermediate Similarity	0.7035	NPC146288
Intermediate Similarity	0.7033	NPC179704
Intermediate Similarity	0.7027	NPC474904
Intermediate Similarity	0.7016	NPC295676
Intermediate Similarity	0.7011	NPC266753
Intermediate Similarity	0.7011	NPC477559
Intermediate Similarity	0.7011	NPC306902
Intermediate Similarity	0.7011	NPC160298
Intermediate Similarity	0.7011	NPC232924
Intermediate Similarity	0.701	NPC313189
Intermediate Similarity	0.7006	NPC310894
Intermediate Similarity	0.7006	NPC291449
Intermediate Similarity	0.7006	NPC41331
Intermediate Similarity	0.7	NPC97316
Remote Similarity	0.6987	NPC170583
Remote Similarity	0.6987	NPC182147
Remote Similarity	0.6987	NPC246133
Remote Similarity	0.6987	NPC207541
Remote Similarity	0.6987	NPC71105
Remote Similarity	0.6987	NPC152186
Remote Similarity	0.6973	NPC22928
Remote Similarity	0.6962	NPC469977
Remote Similarity	0.6959	NPC18614
Remote Similarity	0.6959	NPC148898
Remote Similarity	0.6954	NPC216816
Remote Similarity	0.6954	NPC120075
Remote Similarity	0.6951	NPC314682
Remote Similarity	0.6944	NPC285941
Remote Similarity	0.6943	NPC274356
Remote Similarity	0.6939	NPC31279
Remote Similarity	0.6937	NPC118419
Remote Similarity	0.6936	NPC31311
Remote Similarity	0.6936	NPC234392
Remote Similarity	0.6927	NPC6152
Remote Similarity	0.6927	NPC152212
Remote Similarity	0.6923	NPC135549
Remote Similarity	0.6923	NPC300955
Remote Similarity	0.6919	NPC251160
Remote Similarity	0.6919	NPC296482
Remote Similarity	0.6919	NPC202768
Remote Similarity	0.6919	NPC53069
Remote Similarity	0.6909	NPC188163
Remote Similarity	0.6909	NPC213206
Remote Similarity	0.6909	NPC474915
Remote Similarity	0.6909	NPC275150
Remote Similarity	0.6909	NPC328750
Remote Similarity	0.6907	NPC156728
Remote Similarity	0.6907	NPC244606
Remote Similarity	0.6901	NPC476568
Remote Similarity	0.6901	NPC52475
Remote Similarity	0.6899	NPC158737
Remote Similarity	0.6894	NPC227002
Remote Similarity	0.6894	NPC160692
Remote Similarity	0.6893	NPC225774
Remote Similarity	0.6882	NPC207824
Remote Similarity	0.6882	NPC211296
Remote Similarity	0.6882	NPC60538
Remote Similarity	0.6879	NPC78733
Remote Similarity	0.6875	NPC476570
Remote Similarity	0.6875	NPC114102
Remote Similarity	0.6871	NPC127326
Remote Similarity	0.6868	NPC5167
Remote Similarity	0.6864	NPC95075
Remote Similarity	0.6864	NPC253883
Remote Similarity	0.6864	NPC90844
Remote Similarity	0.6862	NPC294244
Remote Similarity	0.6862	NPC195268
Remote Similarity	0.6862	NPC133140
Remote Similarity	0.6857	NPC477080
Remote Similarity	0.6857	NPC111485
Remote Similarity	0.6855	NPC165128
Remote Similarity	0.6855	NPC57119
Remote Similarity	0.6855	NPC155838
Remote Similarity	0.6855	NPC226862
Remote Similarity	0.6855	NPC158471
Remote Similarity	0.6854	NPC24264
Remote Similarity	0.6854	NPC476432
Remote Similarity	0.6854	NPC219341
Remote Similarity	0.6852	NPC218530
Remote Similarity	0.6845	NPC5462
Remote Similarity	0.6845	NPC327623
Remote Similarity	0.6842	NPC223125
Remote Similarity	0.6835	NPC213711
Remote Similarity	0.6835	NPC40352
Remote Similarity	0.6834	NPC96405
Remote Similarity	0.6834	NPC171409
Remote Similarity	0.6832	NPC93882
Remote Similarity	0.6832	NPC130595
Remote Similarity	0.6832	NPC214869
Remote Similarity	0.6829	NPC253429
Remote Similarity	0.6825	NPC254957
Remote Similarity	0.6821	NPC10730
Remote Similarity	0.6821	NPC10875
Remote Similarity	0.6816	NPC298979
Remote Similarity	0.6816	NPC247389
Remote Similarity	0.6813	NPC477558
Remote Similarity	0.6813	NPC52029
Remote Similarity	0.6813	NPC195749
Remote Similarity	0.6813	NPC207721
Remote Similarity	0.6813	NPC476748
Remote Similarity	0.6813	NPC35961
Remote Similarity	0.681	NPC11147
Remote Similarity	0.6804	NPC199277
Remote Similarity	0.6804	NPC135887
Remote Similarity	0.6802	NPC277669
Remote Similarity	0.6802	NPC76213
Remote Similarity	0.68	NPC165106
Remote Similarity	0.6798	NPC168409
Remote Similarity	0.6798	NPC276944
Remote Similarity	0.6798	NPC302527
Remote Similarity	0.6798	NPC238530
Remote Similarity	0.6798	NPC16805
Remote Similarity	0.6798	NPC167546
Remote Similarity	0.6798	NPC232514
Remote Similarity	0.6795	NPC471315
Remote Similarity	0.6795	NPC471314
Remote Similarity	0.6793	NPC267408
Remote Similarity	0.6792	NPC172403
Remote Similarity	0.679	NPC313737
Remote Similarity	0.679	NPC6854
Remote Similarity	0.679	NPC285078
Remote Similarity	0.6788	NPC25897
Remote Similarity	0.6784	NPC219162
Remote Similarity	0.6778	NPC241055
Remote Similarity	0.6776	NPC112575
Remote Similarity	0.6774	NPC183262
Remote Similarity	0.6771	NPC71124
Remote Similarity	0.677	NPC233224
Remote Similarity	0.677	NPC271208
Remote Similarity	0.677	NPC275950
Remote Similarity	0.6768	NPC474139
Remote Similarity	0.6763	NPC58661
Remote Similarity	0.6763	NPC223124
Remote Similarity	0.6761	NPC69360

Drug Structure

NPD2358 OpenBabel08211702172D 24 27 0 0 0 0 0 0 0 0999 V2000 2.2852 -1.3574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2219 0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3429 4.5387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3894 2.9972 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 -0.6802 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 2.9427 3.7386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3965 4.2155 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3894 3.9972 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2554 2.4972 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 10 1 0 0 0 0 6 12 1 0 0 0 0 7 12 2 0 0 0 0 7 15 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 9 21 1 0 0 0 0 9 22 1 0 0 0 0 10 19 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 20 2 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012301
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3538
ChEBI
CAS Number

Drug Properties

Molecular Weight	293.12
ALogP	-1.2191
MLogP	2.78
XLogP	3.214
HDA	3
HBD	1
Rotatable Bonds	3
TPSA	69.2
RO5 Violation	0