NPASS drugs

Drug Information

Drug ID:	NPD2391
Drug Name:
Molecular Formula:	C17H16N6O
Canonical SMILES:	NC(=N)N=C(c1cnn(c1C1CC1)c1cccc2c1cccn2)O
Standard InCHI:	InChI=1S/C17H16N6O/c18-17(19)22-16(24)12-9-21-23(15(12)10-6-7-10)14-5-1-4-13-11(14)3-2-8-20-13/h1-5,8-10H,6-7H2,(H4,18,19,22,24)
Standard InCHIKey:	GDXBRVCQGGKXJY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2391

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	405
0.1-0.2	3953
0.2-0.3	12285
0.3-0.4	9776
0.4-0.5	2077
0.5-0.6	1299
0.6-0.7	961
0.7-0.8	134
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	0.7759	NPC131718
Intermediate Similarity	0.7667	NPC471579
Intermediate Similarity	0.7609	NPC48938
Intermediate Similarity	0.76	NPC92796
Intermediate Similarity	0.76	NPC135141
Intermediate Similarity	0.7572	NPC259644
Intermediate Similarity	0.7572	NPC25008
Intermediate Similarity	0.7572	NPC469763
Intermediate Similarity	0.7572	NPC469786
Intermediate Similarity	0.7572	NPC73952
Intermediate Similarity	0.7572	NPC469765
Intermediate Similarity	0.7572	NPC469760
Intermediate Similarity	0.7571	NPC102423
Intermediate Similarity	0.7558	NPC24678
Intermediate Similarity	0.7558	NPC105818
Intermediate Similarity	0.7529	NPC159856
Intermediate Similarity	0.7529	NPC211572
Intermediate Similarity	0.7529	NPC75540
Intermediate Similarity	0.7529	NPC80597
Intermediate Similarity	0.7529	NPC212376
Intermediate Similarity	0.7529	NPC70922
Intermediate Similarity	0.7486	NPC469785
Intermediate Similarity	0.7443	NPC129721
Intermediate Similarity	0.7443	NPC469762
Intermediate Similarity	0.7427	NPC314372
Intermediate Similarity	0.7418	NPC313791
Intermediate Similarity	0.7389	NPC474561
Intermediate Similarity	0.7389	NPC49954
Intermediate Similarity	0.7389	NPC160105
Intermediate Similarity	0.7366	NPC233936
Intermediate Similarity	0.7348	NPC63751
Intermediate Similarity	0.7341	NPC470111
Intermediate Similarity	0.7337	NPC203754
Intermediate Similarity	0.7337	NPC150048
Intermediate Similarity	0.7322	NPC314603
Intermediate Similarity	0.7318	NPC225018
Intermediate Similarity	0.7318	NPC470203
Intermediate Similarity	0.7316	NPC472289
Intermediate Similarity	0.731	NPC190296
Intermediate Similarity	0.7297	NPC59269
Intermediate Similarity	0.7292	NPC324149
Intermediate Similarity	0.7283	NPC469938
Intermediate Similarity	0.7282	NPC265576
Intermediate Similarity	0.7278	NPC311276
Intermediate Similarity	0.7263	NPC470204
Intermediate Similarity	0.7263	NPC279918
Intermediate Similarity	0.7253	NPC201700
Intermediate Similarity	0.7229	NPC256893
Intermediate Similarity	0.7222	NPC282231
Intermediate Similarity	0.7216	NPC133366
Intermediate Similarity	0.7211	NPC474707
Intermediate Similarity	0.7198	NPC49217
Intermediate Similarity	0.7196	NPC284678
Intermediate Similarity	0.7184	NPC63545
Intermediate Similarity	0.7184	NPC143872
Intermediate Similarity	0.7182	NPC194640
Intermediate Similarity	0.7182	NPC40779
Intermediate Similarity	0.7182	NPC97367
Intermediate Similarity	0.7179	NPC242209
Intermediate Similarity	0.7173	NPC204565
Intermediate Similarity	0.7173	NPC317030
Intermediate Similarity	0.7167	NPC122141
Intermediate Similarity	0.7166	NPC176199
Intermediate Similarity	0.7166	NPC215795
Intermediate Similarity	0.7165	NPC474177
Intermediate Similarity	0.716	NPC46358
Intermediate Similarity	0.7159	NPC40070
Intermediate Similarity	0.7159	NPC53947
Intermediate Similarity	0.7158	NPC15102
Intermediate Similarity	0.7143	NPC469811
Intermediate Similarity	0.7143	NPC179787
Intermediate Similarity	0.7143	NPC201380
Intermediate Similarity	0.7135	NPC65215
Intermediate Similarity	0.7135	NPC173028
Intermediate Similarity	0.712	NPC194411
Intermediate Similarity	0.7119	NPC470233
Intermediate Similarity	0.7118	NPC105127
Intermediate Similarity	0.7118	NPC314102
Intermediate Similarity	0.7118	NPC251722
Intermediate Similarity	0.7113	NPC99666
Intermediate Similarity	0.7113	NPC477166
Intermediate Similarity	0.7113	NPC304187
Intermediate Similarity	0.7112	NPC96890
Intermediate Similarity	0.7111	NPC230869
Intermediate Similarity	0.7104	NPC54988
Intermediate Similarity	0.7102	NPC321911
Intermediate Similarity	0.7095	NPC141353
Intermediate Similarity	0.7093	NPC469779
Intermediate Similarity	0.7093	NPC469761
Intermediate Similarity	0.7093	NPC469768
Intermediate Similarity	0.7093	NPC469783
Intermediate Similarity	0.7093	NPC469767
Intermediate Similarity	0.7093	NPC469780
Intermediate Similarity	0.7093	NPC469784
Intermediate Similarity	0.7092	NPC472193
Intermediate Similarity	0.7091	NPC471311
Intermediate Similarity	0.7091	NPC471313
Intermediate Similarity	0.7088	NPC478184
Intermediate Similarity	0.7088	NPC317105
Intermediate Similarity	0.7086	NPC288838
Intermediate Similarity	0.7079	NPC325903
Intermediate Similarity	0.7068	NPC280290
Intermediate Similarity	0.7065	NPC475070
Intermediate Similarity	0.7059	NPC96102
Intermediate Similarity	0.7053	NPC220765
Intermediate Similarity	0.7052	NPC469766
Intermediate Similarity	0.7045	NPC471957
Intermediate Similarity	0.7037	NPC24864
Intermediate Similarity	0.7035	NPC110126
Intermediate Similarity	0.7035	NPC73767
Intermediate Similarity	0.7033	NPC471177
Intermediate Similarity	0.7033	NPC59779
Intermediate Similarity	0.7033	NPC124542
Intermediate Similarity	0.7031	NPC94752
Intermediate Similarity	0.7031	NPC171171
Intermediate Similarity	0.703	NPC475288
Intermediate Similarity	0.7027	NPC473764
Intermediate Similarity	0.7027	NPC314940
Intermediate Similarity	0.7027	NPC164664
Intermediate Similarity	0.7024	NPC82295
Intermediate Similarity	0.7024	NPC324611
Intermediate Similarity	0.7021	NPC248454
Intermediate Similarity	0.7021	NPC184964
Intermediate Similarity	0.7021	NPC151939
Intermediate Similarity	0.702	NPC474916
Intermediate Similarity	0.702	NPC192315
Intermediate Similarity	0.7018	NPC84911
Intermediate Similarity	0.7018	NPC150259
Intermediate Similarity	0.7016	NPC204717
Intermediate Similarity	0.701	NPC95783
Intermediate Similarity	0.7006	NPC288445
Intermediate Similarity	0.7006	NPC37548
Intermediate Similarity	0.7005	NPC37423
Intermediate Similarity	0.7005	NPC275305
Remote Similarity	0.6995	NPC46580
Remote Similarity	0.6995	NPC473362
Remote Similarity	0.6995	NPC478182
Remote Similarity	0.6995	NPC476118
Remote Similarity	0.6995	NPC166492
Remote Similarity	0.6989	NPC470498
Remote Similarity	0.6989	NPC158129
Remote Similarity	0.6988	NPC306397
Remote Similarity	0.6985	NPC476167
Remote Similarity	0.6984	NPC213468
Remote Similarity	0.698	NPC470505
Remote Similarity	0.698	NPC470500
Remote Similarity	0.6979	NPC314002
Remote Similarity	0.697	NPC77555
Remote Similarity	0.6961	NPC477111
Remote Similarity	0.6961	NPC236711
Remote Similarity	0.6961	NPC216643
Remote Similarity	0.6959	NPC29886
Remote Similarity	0.6959	NPC261195
Remote Similarity	0.6959	NPC321708
Remote Similarity	0.6957	NPC471178
Remote Similarity	0.6947	NPC300688
Remote Similarity	0.6946	NPC477113
Remote Similarity	0.6943	NPC62749
Remote Similarity	0.6939	NPC473342
Remote Similarity	0.6939	NPC477167
Remote Similarity	0.6935	NPC212213
Remote Similarity	0.6932	NPC86288
Remote Similarity	0.6931	NPC326575
Remote Similarity	0.6931	NPC68354
Remote Similarity	0.6927	NPC108011
Remote Similarity	0.6927	NPC216713
Remote Similarity	0.6923	NPC56765
Remote Similarity	0.6923	NPC293487
Remote Similarity	0.6919	NPC194967
Remote Similarity	0.6919	NPC125746
Remote Similarity	0.6915	NPC329688
Remote Similarity	0.6915	NPC189812
Remote Similarity	0.691	NPC187951
Remote Similarity	0.6906	NPC476464
Remote Similarity	0.6904	NPC329541
Remote Similarity	0.6897	NPC59084
Remote Similarity	0.6897	NPC279081
Remote Similarity	0.6895	NPC248462
Remote Similarity	0.6893	NPC5145
Remote Similarity	0.6886	NPC212125
Remote Similarity	0.6885	NPC215584
Remote Similarity	0.6885	NPC44773
Remote Similarity	0.6884	NPC229332
Remote Similarity	0.6882	NPC317430
Remote Similarity	0.6882	NPC78020
Remote Similarity	0.6878	NPC314957
Remote Similarity	0.6875	NPC242556
Remote Similarity	0.6875	NPC163055
Remote Similarity	0.6868	NPC212742
Remote Similarity	0.6862	NPC472123
Remote Similarity	0.6857	NPC473868
Remote Similarity	0.6857	NPC60553
Remote Similarity	0.6857	NPC63157
Remote Similarity	0.6851	NPC470507
Remote Similarity	0.6851	NPC38736
Remote Similarity	0.6839	NPC228835
Remote Similarity	0.6839	NPC104483
Remote Similarity	0.6836	NPC285731
Remote Similarity	0.6836	NPC204141
Remote Similarity	0.6828	NPC98187

Drug Structure

NPD2391 OpenBabel08211702172D 28 31 0 0 0 0 0 0 0 0999 V2000 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 -2.5981 -1.5000 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 1.7906 -2.1280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8124 -2.3359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1215 -1.3849 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 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5772 0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9785 -0.7862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3852 -1.6997 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5662 0.0228 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9839 -0.6817 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 3.1650 1.0409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3797 -1.8043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5608 -0.0817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1595 0.9364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7582 1.9544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 8 1 0 0 0 0 3 11 1 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 10 1 0 0 0 0 8 20 2 0 0 0 0 9 12 1 0 0 0 0 9 21 2 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 22 2 3 0 0 0 16 24 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 21 23 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008578
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11962997
ChEBI
CAS Number

Drug Properties

Molecular Weight	320.14
ALogP	-0.4677
MLogP	2.56
XLogP	2.086
HDA	7
HBD	3
Rotatable Bonds	6
TPSA	112.65
RO5 Violation	0