NPASS drugs

Drug Information

Drug ID:	NPD3871
Drug Name:
Molecular Formula:	C20H20N4O3
Canonical SMILES:	O=C1C=C(O)C(=C/C/1=c1/[nH]nc(n1c1ccc2c(c1)ccn2C)O)C(C)C
Standard InCHI:	InChI=1S/C20H20N4O3/c1-11(2)14-9-15(18(26)10-17(14)25)19-21-22-20(27)24(19)13-4-5-16-12(8-13)6-7-23(16)3/h4-11,21,25H,1-3H3,(H,22,27)/b19-15+
Standard InCHIKey:	MWTUOSWPJOUADP-XDJHFCHBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3871

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	267
0.1-0.2	2608
0.2-0.3	10781
0.3-0.4	12757
0.4-0.5	1868
0.5-0.6	1535
0.6-0.7	1000
0.7-0.8	74
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	0.7821	NPC49217
Intermediate Similarity	0.7401	NPC105818
Intermediate Similarity	0.7401	NPC24678
Intermediate Similarity	0.7387	NPC300183
Intermediate Similarity	0.7382	NPC280290
Intermediate Similarity	0.7354	NPC16659
Intermediate Similarity	0.7347	NPC195239
Intermediate Similarity	0.7347	NPC157828
Intermediate Similarity	0.7326	NPC469938
Intermediate Similarity	0.7313	NPC98715
Intermediate Similarity	0.731	NPC11445
Intermediate Similarity	0.7302	NPC265710
Intermediate Similarity	0.7273	NPC159856
Intermediate Similarity	0.7273	NPC314372
Intermediate Similarity	0.7253	NPC92796
Intermediate Similarity	0.7253	NPC135141
Intermediate Similarity	0.7249	NPC240088
Intermediate Similarity	0.7249	NPC473380
Intermediate Similarity	0.7245	NPC47190
Intermediate Similarity	0.7222	NPC259644
Intermediate Similarity	0.7222	NPC469786
Intermediate Similarity	0.7222	NPC469763
Intermediate Similarity	0.7222	NPC469760
Intermediate Similarity	0.7222	NPC73952
Intermediate Similarity	0.7222	NPC469765
Intermediate Similarity	0.7222	NPC25008
Intermediate Similarity	0.7211	NPC176199
Intermediate Similarity	0.7211	NPC215795
Intermediate Similarity	0.7206	NPC225821
Intermediate Similarity	0.7206	NPC46225
Intermediate Similarity	0.7182	NPC211572
Intermediate Similarity	0.7182	NPC80597
Intermediate Similarity	0.7182	NPC75540
Intermediate Similarity	0.7182	NPC212376
Intermediate Similarity	0.7182	NPC70922
Intermediate Similarity	0.7171	NPC258062
Intermediate Similarity	0.7171	NPC127677
Intermediate Similarity	0.7166	NPC194411
Intermediate Similarity	0.7159	NPC190296
Intermediate Similarity	0.7157	NPC477166
Intermediate Similarity	0.7157	NPC304187
Intermediate Similarity	0.7151	NPC160105
Intermediate Similarity	0.7151	NPC49954
Intermediate Similarity	0.7151	NPC474561
Intermediate Similarity	0.7143	NPC469529
Intermediate Similarity	0.7136	NPC271862
Intermediate Similarity	0.7135	NPC311276
Intermediate Similarity	0.7104	NPC129721
Intermediate Similarity	0.7104	NPC469762
Intermediate Similarity	0.71	NPC227582
Intermediate Similarity	0.7083	NPC24864
Intermediate Similarity	0.7077	NPC94752
Intermediate Similarity	0.7069	NPC150259
Intermediate Similarity	0.7068	NPC68354
Intermediate Similarity	0.7062	NPC228835
Intermediate Similarity	0.7053	NPC275305
Intermediate Similarity	0.7053	NPC37423
Intermediate Similarity	0.7049	NPC469785
Intermediate Similarity	0.7043	NPC478182
Intermediate Similarity	0.7043	NPC40779
Intermediate Similarity	0.7043	NPC478184
Intermediate Similarity	0.7039	NPC143872
Intermediate Similarity	0.7037	NPC470498
Intermediate Similarity	0.7033	NPC151976
Intermediate Similarity	0.7033	NPC281094
Intermediate Similarity	0.7033	NPC87856
Intermediate Similarity	0.7031	NPC213468
Intermediate Similarity	0.7027	NPC131718
Intermediate Similarity	0.7024	NPC473376
Intermediate Similarity	0.7005	NPC213629
Intermediate Similarity	0.7	NPC313791
Intermediate Similarity	0.7	NPC282247
Intermediate Similarity	0.7	NPC267965
Intermediate Similarity	0.7	NPC314603
Remote Similarity	0.6995	NPC252338
Remote Similarity	0.6989	NPC470203
Remote Similarity	0.6989	NPC282231
Remote Similarity	0.6989	NPC73767
Remote Similarity	0.698	NPC131887
Remote Similarity	0.6979	NPC284775
Remote Similarity	0.6979	NPC64436
Remote Similarity	0.6961	NPC37548
Remote Similarity	0.6957	NPC51054
Remote Similarity	0.6952	NPC194640
Remote Similarity	0.6949	NPC469768
Remote Similarity	0.6949	NPC469779
Remote Similarity	0.6949	NPC469761
Remote Similarity	0.6949	NPC469780
Remote Similarity	0.6949	NPC469783
Remote Similarity	0.6949	NPC469767
Remote Similarity	0.6949	NPC469784
Remote Similarity	0.6947	NPC6982
Remote Similarity	0.6943	NPC248462
Remote Similarity	0.6943	NPC11126
Remote Similarity	0.6939	NPC163421
Remote Similarity	0.6939	NPC188387
Remote Similarity	0.6935	NPC470204
Remote Similarity	0.6935	NPC279918
Remote Similarity	0.6935	NPC473763
Remote Similarity	0.6935	NPC117244
Remote Similarity	0.6934	NPC132211
Remote Similarity	0.6931	NPC63751
Remote Similarity	0.6931	NPC201700
Remote Similarity	0.6923	NPC53947
Remote Similarity	0.6919	NPC286427
Remote Similarity	0.691	NPC469766
Remote Similarity	0.6906	NPC471957
Remote Similarity	0.6905	NPC320968
Remote Similarity	0.69	NPC473342
Remote Similarity	0.69	NPC477167
Remote Similarity	0.6893	NPC110126
Remote Similarity	0.6891	NPC59269
Remote Similarity	0.6891	NPC151939
Remote Similarity	0.6888	NPC477003
Remote Similarity	0.6882	NPC293487
Remote Similarity	0.6882	NPC56765
Remote Similarity	0.6882	NPC318065
Remote Similarity	0.6882	NPC206819
Remote Similarity	0.6878	NPC114637
Remote Similarity	0.6875	NPC84911
Remote Similarity	0.6875	NPC317054
Remote Similarity	0.6869	NPC17059
Remote Similarity	0.6868	NPC187951
Remote Similarity	0.6862	NPC162268
Remote Similarity	0.6862	NPC102423
Remote Similarity	0.6862	NPC476118
Remote Similarity	0.6854	NPC203614
Remote Similarity	0.6854	NPC238499
Remote Similarity	0.6854	NPC204491
Remote Similarity	0.6853	NPC476341
Remote Similarity	0.6852	NPC473317
Remote Similarity	0.6848	NPC200214
Remote Similarity	0.6847	NPC473814
Remote Similarity	0.6847	NPC78767
Remote Similarity	0.6842	NPC78020
Remote Similarity	0.6842	NPC476465
Remote Similarity	0.684	NPC54744
Remote Similarity	0.6839	NPC267885
Remote Similarity	0.6834	NPC472289
Remote Similarity	0.6834	NPC321708
Remote Similarity	0.6833	NPC242556
Remote Similarity	0.6832	NPC93390
Remote Similarity	0.6832	NPC202812
Remote Similarity	0.6818	NPC261195
Remote Similarity	0.6818	NPC171171
Remote Similarity	0.6818	NPC29886
Remote Similarity	0.6818	NPC235684
Remote Similarity	0.6818	NPC96102
Remote Similarity	0.6814	NPC212213
Remote Similarity	0.6814	NPC474916
Remote Similarity	0.6813	NPC470111
Remote Similarity	0.6811	NPC470507
Remote Similarity	0.6811	NPC38736
Remote Similarity	0.6809	NPC225018
Remote Similarity	0.6809	NPC242116
Remote Similarity	0.6806	NPC65080
Remote Similarity	0.6804	NPC157583
Remote Similarity	0.6804	NPC248454
Remote Similarity	0.6802	NPC467063
Remote Similarity	0.68	NPC95783
Remote Similarity	0.6798	NPC242209
Remote Similarity	0.6792	NPC153980
Remote Similarity	0.6792	NPC6865
Remote Similarity	0.6791	NPC41257
Remote Similarity	0.6789	NPC54988
Remote Similarity	0.6789	NPC478183
Remote Similarity	0.6788	NPC203468
Remote Similarity	0.6788	NPC110500
Remote Similarity	0.6788	NPC149155
Remote Similarity	0.6788	NPC293216
Remote Similarity	0.6786	NPC233936
Remote Similarity	0.6786	NPC191415
Remote Similarity	0.6784	NPC278434
Remote Similarity	0.6782	NPC188821
Remote Similarity	0.6782	NPC474180
Remote Similarity	0.6782	NPC82295
Remote Similarity	0.6782	NPC267343
Remote Similarity	0.6782	NPC256893
Remote Similarity	0.678	NPC105127
Remote Similarity	0.678	NPC125746
Remote Similarity	0.678	NPC314102
Remote Similarity	0.678	NPC251722
Remote Similarity	0.678	NPC74413
Remote Similarity	0.6774	NPC2395
Remote Similarity	0.6772	NPC90723
Remote Similarity	0.6769	NPC248041
Remote Similarity	0.6769	NPC126709
Remote Similarity	0.6769	NPC12649
Remote Similarity	0.6769	NPC55772
Remote Similarity	0.6768	NPC314002
Remote Similarity	0.6766	NPC476460
Remote Similarity	0.6765	NPC77555
Remote Similarity	0.6758	NPC125597
Remote Similarity	0.6758	NPC288838
Remote Similarity	0.6753	NPC150048
Remote Similarity	0.6753	NPC203754
Remote Similarity	0.6749	NPC133366
Remote Similarity	0.6745	NPC72956
Remote Similarity	0.6739	NPC40070
Remote Similarity	0.6735	NPC15840

Drug Structure

NPD3871 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 -1.0317 5.8819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1907 4.5947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9408 3.9625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6318 1.3934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2196 2.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7044 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1977 3.8745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2396 4.9037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4965 4.2346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4546 4.5436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 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 -4.6318 3.0115 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6625 5.5218 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7330 2.2272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0806 6.1909 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5134 -1.4394 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 13 2 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 23 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 12 16 1 0 0 0 0 13 24 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 15 19 2 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 26 2 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 21 22 1 0 0 0 0 21 28 1 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002285
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23624255
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.15
ALogP	0.2814
MLogP	2.89
XLogP	5.142
HDA	7
HBD	3
Rotatable Bonds	7
TPSA	90.09
RO5 Violation	1