NPASS drugs

Drug Information

Drug ID:	NPD2399
Drug Name:
Molecular Formula:	C17H17ClN4
Canonical SMILES:	Clc1ccc2c(c1)NC(=c1c(=N2)cccc1)N1CCNCC1
Standard InCHI:	InChI=1S/C17H17ClN4/c18-12-5-6-15-16(11-12)21-17(22-9-7-19-8-10-22)13-3-1-2-4-14(13)20-15/h1-6,11,19,21H,7-10H2
Standard InCHIKey:	HESZUPIXRNZIOI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2399

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	1314
0.1-0.2	10746
0.2-0.3	12857
0.3-0.4	3188
0.4-0.5	2189
0.5-0.6	542
0.6-0.7	51
0.7-0.8	3
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	0.7826	NPC469949
Intermediate Similarity	0.7669	NPC125416
Intermediate Similarity	0.7162	NPC325599
Remote Similarity	0.6738	NPC313449
Remote Similarity	0.6728	NPC476464
Remote Similarity	0.6713	NPC317564
Remote Similarity	0.6691	NPC302790
Remote Similarity	0.6691	NPC296163
Remote Similarity	0.6667	NPC252794
Remote Similarity	0.662	NPC192209
Remote Similarity	0.6564	NPC476219
Remote Similarity	0.6564	NPC476297
Remote Similarity	0.6493	NPC291610
Remote Similarity	0.6454	NPC314141
Remote Similarity	0.6449	NPC77294
Remote Similarity	0.6438	NPC475915
Remote Similarity	0.6433	NPC315348
Remote Similarity	0.6433	NPC32002
Remote Similarity	0.642	NPC471609
Remote Similarity	0.64	NPC476950
Remote Similarity	0.6364	NPC143156
Remote Similarity	0.6338	NPC187036
Remote Similarity	0.6335	NPC204141
Remote Similarity	0.6291	NPC145754
Remote Similarity	0.6269	NPC317642
Remote Similarity	0.625	NPC477591
Remote Similarity	0.6242	NPC117032
Remote Similarity	0.6226	NPC88097
Remote Similarity	0.6209	NPC9856
Remote Similarity	0.6178	NPC198988
Remote Similarity	0.6139	NPC325252
Remote Similarity	0.6138	NPC288232
Remote Similarity	0.6129	NPC476687
Remote Similarity	0.6129	NPC476685
Remote Similarity	0.6129	NPC476689
Remote Similarity	0.6115	NPC313362
Remote Similarity	0.6094	NPC229477
Remote Similarity	0.6082	NPC470203
Remote Similarity	0.6061	NPC114209
Remote Similarity	0.6059	NPC475990
Remote Similarity	0.6059	NPC221786
Remote Similarity	0.6059	NPC474880
Remote Similarity	0.6054	NPC316359
Remote Similarity	0.6054	NPC315617
Remote Similarity	0.6051	NPC313352
Remote Similarity	0.6049	NPC473868
Remote Similarity	0.6049	NPC63157
Remote Similarity	0.6049	NPC476454
Remote Similarity	0.6039	NPC321053
Remote Similarity	0.6034	NPC314919
Remote Similarity	0.6026	NPC53044
Remote Similarity	0.6023	NPC470204
Remote Similarity	0.6012	NPC325903
Remote Similarity	0.6	NPC125746
Remote Similarity	0.5988	NPC59084
Remote Similarity	0.5988	NPC115611
Remote Similarity	0.5988	NPC2949
Remote Similarity	0.5968	NPC314058
Remote Similarity	0.5968	NPC316018
Remote Similarity	0.5964	NPC21605
Remote Similarity	0.5964	NPC109787
Remote Similarity	0.5938	NPC134825
Remote Similarity	0.5938	NPC218268
Remote Similarity	0.5938	NPC216159
Remote Similarity	0.593	NPC122141
Remote Similarity	0.593	NPC229173
Remote Similarity	0.5906	NPC264580
Remote Similarity	0.5901	NPC314102
Remote Similarity	0.5901	NPC251722
Remote Similarity	0.5893	NPC33421
Remote Similarity	0.5893	NPC40070
Remote Similarity	0.589	NPC284635
Remote Similarity	0.5868	NPC469811
Remote Similarity	0.5867	NPC162689
Remote Similarity	0.5867	NPC54102
Remote Similarity	0.5862	NPC247987
Remote Similarity	0.5857	NPC474430
Remote Similarity	0.5849	NPC184437
Remote Similarity	0.5843	NPC470440
Remote Similarity	0.5833	NPC321911
Remote Similarity	0.5829	NPC2165
Remote Similarity	0.5829	NPC195507
Remote Similarity	0.5823	NPC282398
Remote Similarity	0.5819	NPC116961
Remote Similarity	0.5818	NPC20144
Remote Similarity	0.5808	NPC63545
Remote Similarity	0.5806	NPC166424
Remote Similarity	0.5806	NPC146373
Remote Similarity	0.5806	NPC245244
Remote Similarity	0.5805	NPC225018
Remote Similarity	0.5804	NPC79618
Remote Similarity	0.5804	NPC434
Remote Similarity	0.5802	NPC471312
Remote Similarity	0.58	NPC81561
Remote Similarity	0.5799	NPC206592
Remote Similarity	0.5792	NPC83381
Remote Similarity	0.5789	NPC120070
Remote Similarity	0.5786	NPC101165
Remote Similarity	0.578	NPC276085
Remote Similarity	0.578	NPC56765
Remote Similarity	0.5774	NPC201380
Remote Similarity	0.5774	NPC179787
Remote Similarity	0.5772	NPC313673
Remote Similarity	0.5771	NPC317105
Remote Similarity	0.5769	NPC478079
Remote Similarity	0.5765	NPC470233
Remote Similarity	0.5764	NPC164802
Remote Similarity	0.5742	NPC122718
Remote Similarity	0.5742	NPC27740
Remote Similarity	0.5733	NPC148140
Remote Similarity	0.5732	NPC73767
Remote Similarity	0.573	NPC474897
Remote Similarity	0.5723	NPC136002
Remote Similarity	0.5723	NPC320863
Remote Similarity	0.5723	NPC22079
Remote Similarity	0.5714	NPC143872
Remote Similarity	0.5704	NPC328877
Remote Similarity	0.5699	NPC135601
Remote Similarity	0.5699	NPC141612
Remote Similarity	0.5699	NPC17273
Remote Similarity	0.5697	NPC469768
Remote Similarity	0.5697	NPC469780
Remote Similarity	0.5697	NPC469779
Remote Similarity	0.5697	NPC469783
Remote Similarity	0.5697	NPC469767
Remote Similarity	0.5697	NPC469784
Remote Similarity	0.5697	NPC469761
Remote Similarity	0.5693	NPC329430
Remote Similarity	0.5691	NPC280852
Remote Similarity	0.569	NPC300238
Remote Similarity	0.5687	NPC475450
Remote Similarity	0.5682	NPC271797
Remote Similarity	0.5682	NPC21174
Remote Similarity	0.568	NPC321617
Remote Similarity	0.5677	NPC46358
Remote Similarity	0.5672	NPC240134
Remote Similarity	0.5669	NPC250361
Remote Similarity	0.5663	NPC469766
Remote Similarity	0.5657	NPC68650
Remote Similarity	0.5652	NPC307191
Remote Similarity	0.5652	NPC473930
Remote Similarity	0.5647	NPC288445
Remote Similarity	0.5644	NPC96102
Remote Similarity	0.5644	NPC471663
Remote Similarity	0.5641	NPC476322
Remote Similarity	0.5636	NPC110126
Remote Similarity	0.5636	NPC2823
Remote Similarity	0.5636	NPC104483
Remote Similarity	0.5635	NPC317054
Remote Similarity	0.5632	NPC222029
Remote Similarity	0.5632	NPC477887
Remote Similarity	0.5629	NPC42483
Remote Similarity	0.5621	NPC288838
Remote Similarity	0.5614	NPC53947
Remote Similarity	0.5613	NPC41174
Remote Similarity	0.561	NPC84911
Remote Similarity	0.561	NPC105127
Remote Similarity	0.56	NPC318065
Remote Similarity	0.56	NPC206819

Drug Structure

NPD2399 OpenBabel08211702172D 24 27 0 0 0 0 0 0 0 0999 V2000 1.3972 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 -3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3972 -2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9916 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5577 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3244 -0.8237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8138 0.8314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3688 -1.1185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8583 0.5366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4311 0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4283 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5311 -1.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3349 -2.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 -0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9972 -0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6802 -0.7331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8622 1.8019 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.5469 0.1512 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2658 -1.8565 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 1.6357 -0.4383 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5025 0.4460 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 0.9309 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 2 4 2 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 22 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 17 2 0 0 0 0 14 20 2 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004426
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2820
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.11
ALogP	0.139
MLogP	2.78
XLogP	3.817
HDA	4
HBD	2
Rotatable Bonds	2
TPSA	39.66
RO5 Violation	0