NPASS drugs

Drug Information

Drug ID:	NPD2061
Drug Name:	Nialamide
Molecular Formula:	C16H18N4O2
Canonical SMILES:	OC(=NCc1ccccc1)CCNNC(=O)c1ccncc1
Standard InCHI:	InChI=1S/C16H18N4O2/c21-15(18-12-13-4-2-1-3-5-13)8-11-19-20-16(22)14-6-9-17-10-7-14/h1-7,9-10,19H,8,11-12H2,(H,18,21)(H,20,22)
Standard InCHIKey:	NOIIUHRQUVNIDD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2061

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	240
0.1-0.2	2895
0.2-0.3	11168
0.3-0.4	12134
0.4-0.5	2097
0.5-0.6	1544
0.6-0.7	757
0.7-0.8	54
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8741	NPC330326
Intermediate Similarity	0.7673	NPC105811
Intermediate Similarity	0.7669	NPC213914
Intermediate Similarity	0.7548	NPC114310
Intermediate Similarity	0.7547	NPC467188
Intermediate Similarity	0.7546	NPC209362
Intermediate Similarity	0.7531	NPC70406
Intermediate Similarity	0.7485	NPC251391
Intermediate Similarity	0.7483	NPC89490
Intermediate Similarity	0.7434	NPC475105
Intermediate Similarity	0.7434	NPC329896
Intermediate Similarity	0.7434	NPC475090
Intermediate Similarity	0.7417	NPC471311
Intermediate Similarity	0.7417	NPC471313
Intermediate Similarity	0.7403	NPC322488
Intermediate Similarity	0.7368	NPC471589
Intermediate Similarity	0.7362	NPC313889
Intermediate Similarity	0.7338	NPC471322
Intermediate Similarity	0.7333	NPC229055
Intermediate Similarity	0.7325	NPC65408
Intermediate Similarity	0.7301	NPC123906
Intermediate Similarity	0.7289	NPC74357
Intermediate Similarity	0.7288	NPC477003
Intermediate Similarity	0.7285	NPC146373
Intermediate Similarity	0.7285	NPC245244
Intermediate Similarity	0.7285	NPC166424
Intermediate Similarity	0.7279	NPC91958
Intermediate Similarity	0.7267	NPC290094
Intermediate Similarity	0.7226	NPC256893
Intermediate Similarity	0.7222	NPC167400
Intermediate Similarity	0.7219	NPC27740
Intermediate Similarity	0.7219	NPC476322
Intermediate Similarity	0.7211	NPC297486
Intermediate Similarity	0.7211	NPC471402
Intermediate Similarity	0.7211	NPC240136
Intermediate Similarity	0.7162	NPC143603
Intermediate Similarity	0.7161	NPC282398
Intermediate Similarity	0.7124	NPC169625
Intermediate Similarity	0.7124	NPC202957
Intermediate Similarity	0.7117	NPC314372
Intermediate Similarity	0.7115	NPC324611
Intermediate Similarity	0.7115	NPC101165
Intermediate Similarity	0.7108	NPC472260
Intermediate Similarity	0.7102	NPC157583
Intermediate Similarity	0.7101	NPC80681
Intermediate Similarity	0.7083	NPC27802
Intermediate Similarity	0.7078	NPC306397
Intermediate Similarity	0.7076	NPC265100
Intermediate Similarity	0.7049	NPC476460
Intermediate Similarity	0.7044	NPC29702
Intermediate Similarity	0.7035	NPC42372
Intermediate Similarity	0.7024	NPC263455
Intermediate Similarity	0.7022	NPC471997
Intermediate Similarity	0.7006	NPC284775
Intermediate Similarity	0.7	NPC471312
Remote Similarity	0.6994	NPC114637
Remote Similarity	0.6994	NPC190296
Remote Similarity	0.6994	NPC41717
Remote Similarity	0.6987	NPC476131
Remote Similarity	0.6977	NPC478182
Remote Similarity	0.6968	NPC212125
Remote Similarity	0.6966	NPC11126
Remote Similarity	0.6964	NPC259644
Remote Similarity	0.6964	NPC312860
Remote Similarity	0.6964	NPC469763
Remote Similarity	0.6964	NPC25008
Remote Similarity	0.6964	NPC73952
Remote Similarity	0.6964	NPC469786
Remote Similarity	0.6964	NPC469765
Remote Similarity	0.6964	NPC469760
Remote Similarity	0.6954	NPC70949
Remote Similarity	0.6951	NPC159630
Remote Similarity	0.6951	NPC230085
Remote Similarity	0.6949	NPC476419
Remote Similarity	0.6946	NPC473878
Remote Similarity	0.6946	NPC24678
Remote Similarity	0.6946	NPC105818
Remote Similarity	0.6943	NPC315320
Remote Similarity	0.6943	NPC69914
Remote Similarity	0.6941	NPC469762
Remote Similarity	0.6936	NPC233380
Remote Similarity	0.6928	NPC46358
Remote Similarity	0.6927	NPC73994
Remote Similarity	0.6927	NPC24864
Remote Similarity	0.6923	NPC70922
Remote Similarity	0.6923	NPC94752
Remote Similarity	0.6923	NPC211572
Remote Similarity	0.6923	NPC313823
Remote Similarity	0.6923	NPC212376
Remote Similarity	0.6923	NPC80597
Remote Similarity	0.6923	NPC75540
Remote Similarity	0.6919	NPC242116
Remote Similarity	0.6909	NPC159856
Remote Similarity	0.6908	NPC48564
Remote Similarity	0.6908	NPC182570
Remote Similarity	0.6908	NPC265605
Remote Similarity	0.6906	NPC207851
Remote Similarity	0.6906	NPC228835
Remote Similarity	0.6901	NPC474492
Remote Similarity	0.6901	NPC293487
Remote Similarity	0.6893	NPC469529
Remote Similarity	0.6893	NPC293216
Remote Similarity	0.6885	NPC278434
Remote Similarity	0.6882	NPC469785
Remote Similarity	0.6879	NPC478184
Remote Similarity	0.6875	NPC76540
Remote Similarity	0.6872	NPC248462
Remote Similarity	0.6868	NPC280290
Remote Similarity	0.6864	NPC107287
Remote Similarity	0.6863	NPC329825
Remote Similarity	0.6851	NPC470205
Remote Similarity	0.6848	NPC103119
Remote Similarity	0.6848	NPC255909
Remote Similarity	0.6848	NPC471323
Remote Similarity	0.6845	NPC471655
Remote Similarity	0.6828	NPC216550
Remote Similarity	0.6826	NPC100726
Remote Similarity	0.6826	NPC477974
Remote Similarity	0.6826	NPC112741
Remote Similarity	0.6823	NPC317701
Remote Similarity	0.6816	NPC83774
Remote Similarity	0.6816	NPC237188
Remote Similarity	0.6813	NPC467063
Remote Similarity	0.6811	NPC154339
Remote Similarity	0.6802	NPC135141
Remote Similarity	0.6802	NPC92796
Remote Similarity	0.6802	NPC113812
Remote Similarity	0.68	NPC49954
Remote Similarity	0.68	NPC160105
Remote Similarity	0.68	NPC478183
Remote Similarity	0.68	NPC474561
Remote Similarity	0.6798	NPC469938
Remote Similarity	0.6796	NPC191415
Remote Similarity	0.6793	NPC17059
Remote Similarity	0.6791	NPC326422
Remote Similarity	0.679	NPC472288
Remote Similarity	0.679	NPC314102
Remote Similarity	0.679	NPC251722
Remote Similarity	0.6789	NPC477004
Remote Similarity	0.6782	NPC311276
Remote Similarity	0.6778	NPC213468
Remote Similarity	0.6776	NPC308931
Remote Similarity	0.6776	NPC99939
Remote Similarity	0.6768	NPC469767
Remote Similarity	0.6768	NPC469768
Remote Similarity	0.6768	NPC469779
Remote Similarity	0.6768	NPC469761
Remote Similarity	0.6768	NPC469784
Remote Similarity	0.6768	NPC469783
Remote Similarity	0.6768	NPC469780
Remote Similarity	0.6763	NPC470680
Remote Similarity	0.6763	NPC100104
Remote Similarity	0.6763	NPC279918
Remote Similarity	0.6761	NPC78020
Remote Similarity	0.6761	NPC63751
Remote Similarity	0.6758	NPC102755
Remote Similarity	0.6757	NPC235843
Remote Similarity	0.6757	NPC213629
Remote Similarity	0.6755	NPC195239
Remote Similarity	0.6755	NPC157828
Remote Similarity	0.6755	NPC202812
Remote Similarity	0.6752	NPC165370
Remote Similarity	0.6744	NPC129721
Remote Similarity	0.6743	NPC471178
Remote Similarity	0.6742	NPC314603
Remote Similarity	0.674	NPC61011
Remote Similarity	0.674	NPC16659
Remote Similarity	0.674	NPC477042
Remote Similarity	0.6738	NPC47190
Remote Similarity	0.6737	NPC131887
Remote Similarity	0.6737	NPC34837
Remote Similarity	0.6728	NPC96102
Remote Similarity	0.6727	NPC469766
Remote Similarity	0.6726	NPC471957
Remote Similarity	0.6724	NPC282231
Remote Similarity	0.6724	NPC59779
Remote Similarity	0.6724	NPC478185
Remote Similarity	0.6724	NPC124542
Remote Similarity	0.6724	NPC471177
Remote Similarity	0.6723	NPC194411
Remote Similarity	0.6723	NPC32534
Remote Similarity	0.6722	NPC111275
Remote Similarity	0.6722	NPC64436
Remote Similarity	0.672	NPC11445
Remote Similarity	0.6707	NPC73767
Remote Similarity	0.6707	NPC32002
Remote Similarity	0.6707	NPC315348
Remote Similarity	0.6707	NPC316811
Remote Similarity	0.6706	NPC470679
Remote Similarity	0.6706	NPC217021
Remote Similarity	0.6705	NPC56233
Remote Similarity	0.6704	NPC139763
Remote Similarity	0.6704	NPC149155
Remote Similarity	0.6704	NPC203468
Remote Similarity	0.6704	NPC110500
Remote Similarity	0.6703	NPC470677
Remote Similarity	0.6702	NPC267343
Remote Similarity	0.6702	NPC304203
Remote Similarity	0.6702	NPC474767
Remote Similarity	0.67	NPC147983

Drug Structure

NPD2061 OpenBabel08211701392D 25 26 0 0 0 0 0 0 0 0999 V2000 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 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 -6.0622 2.5000 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 13 2 0 0 0 0 5 13 1 0 0 0 0 6 9 1 0 0 0 0 6 14 2 0 0 0 0 7 10 2 0 0 0 0 7 14 1 0 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 12 18 1 0 0 0 0 14 16 1 0 0 0 0 15 18 2 3 0 0 0 15 21 1 0 0 0 0 16 20 1 0 0 0 0 16 22 2 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB04820
ChEMBL	CHEMBL1256841
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	94510
CAS Number	51-12-7

Drug Properties

Molecular Weight	298.14
ALogP	-1.303
MLogP	2.56
XLogP	3.459
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	86.61
RO5 Violation	0