NPASS drugs

Drug Information

Drug ID:	NPD2865
Drug Name:
Molecular Formula:	C18H19ClN3
Canonical SMILES:	CN(CC1=C(C=[C-]C1)CNc1ccnc2c1ccc(c2)Cl)C
Standard InCHI:	InChI=1S/C18H19ClN3/c1-22(2)12-14-5-3-4-13(14)11-21-17-8-9-20-18-10-15(19)6-7-16(17)18/h4,6-10H,5,11-12H2,1-2H3,(H,20,21)/q-1
Standard InCHIKey:	NVHKQBCYMIZCFU-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2865

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	789
0.1-0.2	10753
0.2-0.3	13058
0.3-0.4	2981
0.4-0.5	1379
0.5-0.6	1149
0.6-0.7	580
0.7-0.8	182
0.8-0.85	16
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	0.9795	NPC476464
High Similarity	0.8649	NPC315348
High Similarity	0.8649	NPC32002
Intermediate Similarity	0.8158	NPC73767
Intermediate Similarity	0.8158	NPC110126
Intermediate Similarity	0.8105	NPC469768
Intermediate Similarity	0.8105	NPC469761
Intermediate Similarity	0.8105	NPC469783
Intermediate Similarity	0.8105	NPC469767
Intermediate Similarity	0.8105	NPC469779
Intermediate Similarity	0.8105	NPC469780
Intermediate Similarity	0.8105	NPC469784
Intermediate Similarity	0.8075	NPC477591
Intermediate Similarity	0.8052	NPC469766
Intermediate Similarity	0.8026	NPC314102
Intermediate Similarity	0.8026	NPC105127
Intermediate Similarity	0.8026	NPC251722
Intermediate Similarity	0.8026	NPC84911
Intermediate Similarity	0.8	NPC46358
Intermediate Similarity	0.7961	NPC261195
Intermediate Similarity	0.7961	NPC29886
Intermediate Similarity	0.7961	NPC96102
Intermediate Similarity	0.7941	NPC314919
Intermediate Similarity	0.7935	NPC476454
Intermediate Similarity	0.7933	NPC82295
Intermediate Similarity	0.7862	NPC321911
Intermediate Similarity	0.7853	NPC56765
Intermediate Similarity	0.7812	NPC53947
Intermediate Similarity	0.7799	NPC469811
Intermediate Similarity	0.7799	NPC179787
Intermediate Similarity	0.7799	NPC201380
Intermediate Similarity	0.7792	NPC150259
Intermediate Similarity	0.7785	NPC314372
Intermediate Similarity	0.7771	NPC190296
Intermediate Similarity	0.7764	NPC470233
Intermediate Similarity	0.7756	NPC279081
Intermediate Similarity	0.7756	NPC59084
Intermediate Similarity	0.7746	NPC83381
Intermediate Similarity	0.7736	NPC288838
Intermediate Similarity	0.7736	NPC63545
Intermediate Similarity	0.7716	NPC325903
Intermediate Similarity	0.7711	NPC90723
Intermediate Similarity	0.7711	NPC317105
Intermediate Similarity	0.7707	NPC63157
Intermediate Similarity	0.7707	NPC473868
Intermediate Similarity	0.7703	NPC27740
Intermediate Similarity	0.7702	NPC40070
Intermediate Similarity	0.7702	NPC24678
Intermediate Similarity	0.7702	NPC105818
Intermediate Similarity	0.7662	NPC198988
Intermediate Similarity	0.7651	NPC146373
Intermediate Similarity	0.7651	NPC166424
Intermediate Similarity	0.7651	NPC245244
Intermediate Similarity	0.7643	NPC2949
Intermediate Similarity	0.7643	NPC230002
Intermediate Similarity	0.7636	NPC206819
Intermediate Similarity	0.7636	NPC318065
Intermediate Similarity	0.7632	NPC282398
Intermediate Similarity	0.7625	NPC143872
Intermediate Similarity	0.7613	NPC325252
Intermediate Similarity	0.7607	NPC469760
Intermediate Similarity	0.7607	NPC469763
Intermediate Similarity	0.7607	NPC469765
Intermediate Similarity	0.7607	NPC25008
Intermediate Similarity	0.7607	NPC469786
Intermediate Similarity	0.7607	NPC200214
Intermediate Similarity	0.7607	NPC73952
Intermediate Similarity	0.7607	NPC259644
Intermediate Similarity	0.7578	NPC471957
Intermediate Similarity	0.7576	NPC286427
Intermediate Similarity	0.7564	NPC471312
Intermediate Similarity	0.7562	NPC159856
Intermediate Similarity	0.7561	NPC211572
Intermediate Similarity	0.7561	NPC80597
Intermediate Similarity	0.7561	NPC75540
Intermediate Similarity	0.7561	NPC212376
Intermediate Similarity	0.7561	NPC70922
Intermediate Similarity	0.7545	NPC470203
Intermediate Similarity	0.753	NPC41257
Intermediate Similarity	0.7529	NPC116961
Intermediate Similarity	0.75	NPC315617
Intermediate Similarity	0.75	NPC182570
Intermediate Similarity	0.75	NPC48564
Intermediate Similarity	0.75	NPC265605
Intermediate Similarity	0.75	NPC316359
Intermediate Similarity	0.7485	NPC201634
Intermediate Similarity	0.7485	NPC44773
Intermediate Similarity	0.7485	NPC215584
Intermediate Similarity	0.7485	NPC470204
Intermediate Similarity	0.747	NPC216643
Intermediate Similarity	0.747	NPC236711
Intermediate Similarity	0.7469	NPC21605
Intermediate Similarity	0.7469	NPC470111
Intermediate Similarity	0.7468	NPC88097
Intermediate Similarity	0.7466	NPC81561
Intermediate Similarity	0.7455	NPC476297
Intermediate Similarity	0.7455	NPC476219
Intermediate Similarity	0.7455	NPC34844
Intermediate Similarity	0.7453	NPC86288
Intermediate Similarity	0.7439	NPC470823
Intermediate Similarity	0.7425	NPC135141
Intermediate Similarity	0.7425	NPC92796
Intermediate Similarity	0.7421	NPC115611
Intermediate Similarity	0.7415	NPC91958
Intermediate Similarity	0.741	NPC469785
Intermediate Similarity	0.7405	NPC169433
Intermediate Similarity	0.7403	NPC316018
Intermediate Similarity	0.7403	NPC22079
Intermediate Similarity	0.7403	NPC314058
Intermediate Similarity	0.7397	NPC148140
Intermediate Similarity	0.7394	NPC141926
Intermediate Similarity	0.7386	NPC89490
Intermediate Similarity	0.7384	NPC82331
Intermediate Similarity	0.7381	NPC122141
Intermediate Similarity	0.7365	NPC469762
Intermediate Similarity	0.7358	NPC316811
Intermediate Similarity	0.7358	NPC104483
Intermediate Similarity	0.7356	NPC474958
Intermediate Similarity	0.7355	NPC101165
Intermediate Similarity	0.7351	NPC476322
Intermediate Similarity	0.7347	NPC240136
Intermediate Similarity	0.7347	NPC297486
Intermediate Similarity	0.7347	NPC471402
Intermediate Similarity	0.7342	NPC125746
Intermediate Similarity	0.7338	NPC475090
Intermediate Similarity	0.7338	NPC475105
Intermediate Similarity	0.7338	NPC329896
Intermediate Similarity	0.7333	NPC216713
Intermediate Similarity	0.7333	NPC41174
Intermediate Similarity	0.7329	NPC20144
Intermediate Similarity	0.7326	NPC194411
Intermediate Similarity	0.731	NPC474561
Intermediate Similarity	0.731	NPC49954
Intermediate Similarity	0.7301	NPC316069
Intermediate Similarity	0.7297	NPC143603
Intermediate Similarity	0.7294	NPC311276
Intermediate Similarity	0.7278	NPC218268
Intermediate Similarity	0.7273	NPC33421
Intermediate Similarity	0.7262	NPC129721
Intermediate Similarity	0.7257	NPC280852
Intermediate Similarity	0.7244	NPC471322
Intermediate Similarity	0.7244	NPC475450
Intermediate Similarity	0.7239	NPC470440
Intermediate Similarity	0.7239	NPC204141
Intermediate Similarity	0.7239	NPC285731
Intermediate Similarity	0.7235	NPC282231
Intermediate Similarity	0.7235	NPC225018
Intermediate Similarity	0.7209	NPC160105
Intermediate Similarity	0.7205	NPC284635
Intermediate Similarity	0.7202	NPC51054
Intermediate Similarity	0.7202	NPC115049
Intermediate Similarity	0.72	NPC215519
Intermediate Similarity	0.72	NPC275305
Intermediate Similarity	0.72	NPC37423
Intermediate Similarity	0.72	NPC471579
Intermediate Similarity	0.7193	NPC40779
Intermediate Similarity	0.7193	NPC478184
Intermediate Similarity	0.7193	NPC478182
Intermediate Similarity	0.7191	NPC233936
Intermediate Similarity	0.7186	NPC138842
Intermediate Similarity	0.7181	NPC162689
Intermediate Similarity	0.7181	NPC54102
Intermediate Similarity	0.7176	NPC279918
Intermediate Similarity	0.7171	NPC290094
Intermediate Similarity	0.7168	NPC63751
Intermediate Similarity	0.7168	NPC201700
Intermediate Similarity	0.7151	NPC274229
Intermediate Similarity	0.7143	NPC250361
Intermediate Similarity	0.7143	NPC477611
Intermediate Similarity	0.7134	NPC256893
Intermediate Similarity	0.7124	NPC122718
Intermediate Similarity	0.7119	NPC68354
Intermediate Similarity	0.7118	NPC221786
Intermediate Similarity	0.7118	NPC474880
Intermediate Similarity	0.7118	NPC475990
Intermediate Similarity	0.7115	NPC473587
Intermediate Similarity	0.7115	NPC476131
Intermediate Similarity	0.711	NPC49217
Intermediate Similarity	0.7103	NPC27802
Intermediate Similarity	0.7093	NPC194640
Intermediate Similarity	0.7093	NPC149265
Intermediate Similarity	0.7079	NPC176199
Intermediate Similarity	0.7079	NPC215795
Intermediate Similarity	0.7076	NPC131718
Intermediate Similarity	0.707	NPC475428
Intermediate Similarity	0.707	NPC69914
Intermediate Similarity	0.7052	NPC17751
Intermediate Similarity	0.7052	NPC280864
Intermediate Similarity	0.7051	NPC473762
Intermediate Similarity	0.7045	NPC314603
Intermediate Similarity	0.7032	NPC169625
Intermediate Similarity	0.7032	NPC202957
Intermediate Similarity	0.7029	NPC97343
Intermediate Similarity	0.7025	NPC179365
Intermediate Similarity	0.7022	NPC248454
Intermediate Similarity	0.7018	NPC230869
Intermediate Similarity	0.7018	NPC293487
Intermediate Similarity	0.7017	NPC467063
Intermediate Similarity	0.7011	NPC54988
Intermediate Similarity	0.7006	NPC2272

Drug Structure

NPD2865 OpenBabel08211702562D 23 25 0 0 0 0 0 0 0 0999 V2000 -3.9845 -5.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2903 -6.3109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 C 0 5 0 0 0 0 0 0 0 0 0 0 -4.3776 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -4.2024 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 -0.8660 -2.5000 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 -0.8660 0.5000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8255 -4.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -1.7321 -1.0000 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 1.7321 -3.0000 0.0000 Cl 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 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0334 -5.6418 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 20 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 21 1 0 0 0 0 18 20 2 0 0 0 0 21 23 1 0 0 0 0 M CHG 1 3 -1 M END $$$$

External Identifiers

TTD	DNCL003746
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56841801
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.13
ALogP	1.3316
MLogP	3
XLogP	3.918
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	28.16
RO5 Violation	0