NPASS drugs

Drug Information

Drug ID:	NPD1783
Drug Name:
Molecular Formula:	C15H23N3O4
Canonical SMILES:	COCCCNC(=O)c1nccc(c1)C(=NCCCOC)O
Standard InCHI:	InChI=1S/C15H23N3O4/c1-21-9-3-6-17-14(19)12-5-8-16-13(11-12)15(20)18-7-4-10-22-2/h5,8,11H,3-4,6-7,9-10H2,1-2H3,(H,17,19)(H,18,20)
Standard InCHIKey:	HLSXICGBWKECLM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1783

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	186
0.1-0.2	2498
0.2-0.3	9800
0.3-0.4	12087
0.4-0.5	3151
0.5-0.6	1682
0.6-0.7	1341
0.7-0.8	143
0.8-0.85	2
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	0.8035	NPC41717
Intermediate Similarity	0.8	NPC273532
Intermediate Similarity	0.7901	NPC207851
Intermediate Similarity	0.7765	NPC476419
Intermediate Similarity	0.7738	NPC302159
Intermediate Similarity	0.7737	NPC103361
Intermediate Similarity	0.7697	NPC249614
Intermediate Similarity	0.7679	NPC167400
Intermediate Similarity	0.7674	NPC209362
Intermediate Similarity	0.7663	NPC311282
Intermediate Similarity	0.7616	NPC312860
Intermediate Similarity	0.7616	NPC107287
Intermediate Similarity	0.7576	NPC114310
Intermediate Similarity	0.7572	NPC263455
Intermediate Similarity	0.7558	NPC472260
Intermediate Similarity	0.7526	NPC135950
Intermediate Similarity	0.7515	NPC29702
Intermediate Similarity	0.75	NPC302647
Intermediate Similarity	0.7486	NPC213914
Intermediate Similarity	0.7485	NPC112741
Intermediate Similarity	0.7475	NPC472070
Intermediate Similarity	0.7472	NPC233380
Intermediate Similarity	0.7471	NPC467188
Intermediate Similarity	0.7471	NPC33229
Intermediate Similarity	0.7461	NPC284338
Intermediate Similarity	0.746	NPC114974
Intermediate Similarity	0.7453	NPC212125
Intermediate Similarity	0.7453	NPC306397
Intermediate Similarity	0.7447	NPC209917
Intermediate Similarity	0.7436	NPC472062
Intermediate Similarity	0.7436	NPC472063
Intermediate Similarity	0.7436	NPC472069
Intermediate Similarity	0.7414	NPC251391
Intermediate Similarity	0.7412	NPC159630
Intermediate Similarity	0.7412	NPC230085
Intermediate Similarity	0.7394	NPC278434
Intermediate Similarity	0.7389	NPC472285
Intermediate Similarity	0.7384	NPC105811
Intermediate Similarity	0.738	NPC295158
Intermediate Similarity	0.7358	NPC473814
Intermediate Similarity	0.7358	NPC106824
Intermediate Similarity	0.7358	NPC78767
Intermediate Similarity	0.7351	NPC317010
Intermediate Similarity	0.7347	NPC57398
Intermediate Similarity	0.7346	NPC165370
Intermediate Similarity	0.7345	NPC113812
Intermediate Similarity	0.7344	NPC93390
Intermediate Similarity	0.7323	NPC472064
Intermediate Similarity	0.7316	NPC469489
Intermediate Similarity	0.7316	NPC83111
Intermediate Similarity	0.731	NPC471323
Intermediate Similarity	0.7306	NPC77061
Intermediate Similarity	0.7303	NPC473706
Intermediate Similarity	0.7301	NPC313823
Intermediate Similarity	0.7286	NPC270918
Intermediate Similarity	0.7282	NPC123395
Intermediate Similarity	0.7282	NPC474767
Intermediate Similarity	0.7277	NPC118940
Intermediate Similarity	0.7277	NPC138370
Intermediate Similarity	0.7268	NPC74153
Intermediate Similarity	0.7259	NPC328596
Intermediate Similarity	0.7259	NPC328318
Intermediate Similarity	0.7257	NPC70406
Intermediate Similarity	0.7255	NPC147983
Intermediate Similarity	0.7255	NPC177996
Intermediate Similarity	0.7249	NPC118084
Intermediate Similarity	0.7243	NPC477549
Intermediate Similarity	0.7241	NPC123906
Intermediate Similarity	0.7236	NPC317373
Intermediate Similarity	0.7236	NPC472065
Intermediate Similarity	0.7233	NPC168209
Intermediate Similarity	0.7229	NPC322488
Intermediate Similarity	0.7225	NPC154339
Intermediate Similarity	0.7216	NPC109922
Intermediate Similarity	0.7208	NPC471944
Intermediate Similarity	0.7202	NPC267343
Intermediate Similarity	0.7202	NPC316224
Intermediate Similarity	0.7202	NPC328029
Intermediate Similarity	0.7202	NPC473821
Intermediate Similarity	0.7191	NPC138018
Intermediate Similarity	0.7186	NPC327592
Intermediate Similarity	0.7178	NPC123839
Intermediate Similarity	0.7173	NPC75544
Intermediate Similarity	0.7166	NPC52831
Intermediate Similarity	0.7166	NPC325705
Intermediate Similarity	0.7166	NPC61011
Intermediate Similarity	0.7165	NPC202812
Intermediate Similarity	0.7164	NPC266249
Intermediate Similarity	0.716	NPC472288
Intermediate Similarity	0.7143	NPC470499
Intermediate Similarity	0.7143	NPC228835
Intermediate Similarity	0.7143	NPC46895
Intermediate Similarity	0.7129	NPC478141
Intermediate Similarity	0.7129	NPC243633
Intermediate Similarity	0.7129	NPC175150
Intermediate Similarity	0.7128	NPC71037
Intermediate Similarity	0.7128	NPC292361
Intermediate Similarity	0.7127	NPC102423
Intermediate Similarity	0.7122	NPC477979
Intermediate Similarity	0.712	NPC17059
Intermediate Similarity	0.7114	NPC316403
Intermediate Similarity	0.7112	NPC11126
Intermediate Similarity	0.7111	NPC324203
Intermediate Similarity	0.7111	NPC131718
Intermediate Similarity	0.7111	NPC63338
Intermediate Similarity	0.7111	NPC322976
Intermediate Similarity	0.7102	NPC313889
Intermediate Similarity	0.71	NPC472259
Intermediate Similarity	0.7083	NPC213629
Intermediate Similarity	0.7081	NPC313791
Intermediate Similarity	0.7079	NPC171787
Intermediate Similarity	0.7079	NPC229055
Intermediate Similarity	0.7076	NPC85443
Intermediate Similarity	0.7073	NPC317752
Intermediate Similarity	0.7071	NPC470497
Intermediate Similarity	0.7068	NPC94752
Intermediate Similarity	0.7067	NPC315804
Intermediate Similarity	0.7067	NPC313804
Intermediate Similarity	0.7059	NPC82370
Intermediate Similarity	0.7059	NPC83774
Intermediate Similarity	0.7056	NPC474916
Intermediate Similarity	0.7056	NPC131887
Intermediate Similarity	0.7053	NPC477003
Intermediate Similarity	0.7053	NPC27041
Intermediate Similarity	0.705	NPC165599
Intermediate Similarity	0.7039	NPC74357
Intermediate Similarity	0.7035	NPC300183
Intermediate Similarity	0.7031	NPC36498
Intermediate Similarity	0.703	NPC244741
Intermediate Similarity	0.703	NPC183777
Intermediate Similarity	0.7028	NPC319232
Intermediate Similarity	0.7028	NPC24370
Intermediate Similarity	0.7027	NPC253810
Intermediate Similarity	0.7024	NPC219087
Intermediate Similarity	0.7024	NPC318299
Intermediate Similarity	0.7019	NPC281049
Intermediate Similarity	0.7017	NPC322644
Intermediate Similarity	0.7016	NPC282103
Intermediate Similarity	0.7016	NPC241025
Intermediate Similarity	0.7014	NPC229893
Intermediate Similarity	0.701	NPC117244
Intermediate Similarity	0.701	NPC473763
Intermediate Similarity	0.7005	NPC141454
Intermediate Similarity	0.7005	NPC322064
Intermediate Similarity	0.7	NPC102755
Remote Similarity	0.6995	NPC44354
Remote Similarity	0.699	NPC89508
Remote Similarity	0.6986	NPC74360
Remote Similarity	0.6984	NPC471997
Remote Similarity	0.6984	NPC73994
Remote Similarity	0.6984	NPC24864
Remote Similarity	0.6979	NPC90415
Remote Similarity	0.6973	NPC256828
Remote Similarity	0.6971	NPC312645
Remote Similarity	0.697	NPC473640
Remote Similarity	0.697	NPC472284
Remote Similarity	0.697	NPC171317
Remote Similarity	0.6968	NPC111275
Remote Similarity	0.6965	NPC317701
Remote Similarity	0.6964	NPC256893
Remote Similarity	0.6961	NPC80681
Remote Similarity	0.6959	NPC65408
Remote Similarity	0.6957	NPC114637
Remote Similarity	0.695	NPC475506
Remote Similarity	0.6949	NPC13432
Remote Similarity	0.6947	NPC191415
Remote Similarity	0.6944	NPC207686
Remote Similarity	0.6941	NPC23215
Remote Similarity	0.6941	NPC291517
Remote Similarity	0.6938	NPC469717
Remote Similarity	0.6935	NPC293917
Remote Similarity	0.6935	NPC100321
Remote Similarity	0.6935	NPC81535
Remote Similarity	0.6931	NPC12944
Remote Similarity	0.6931	NPC25442
Remote Similarity	0.6931	NPC248041
Remote Similarity	0.6931	NPC283219
Remote Similarity	0.6931	NPC256268
Remote Similarity	0.6931	NPC126709
Remote Similarity	0.6931	NPC248462
Remote Similarity	0.6931	NPC164340
Remote Similarity	0.6927	NPC280290
Remote Similarity	0.6927	NPC133003
Remote Similarity	0.6927	NPC309845
Remote Similarity	0.6927	NPC476423
Remote Similarity	0.6923	NPC36405
Remote Similarity	0.6923	NPC330326
Remote Similarity	0.6919	NPC329024
Remote Similarity	0.6919	NPC319456
Remote Similarity	0.6915	NPC267885
Remote Similarity	0.6915	NPC155143
Remote Similarity	0.6912	NPC476525
Remote Similarity	0.6912	NPC476524
Remote Similarity	0.6911	NPC48938
Remote Similarity	0.6911	NPC243058
Remote Similarity	0.6911	NPC159125
Remote Similarity	0.691	NPC473878
Remote Similarity	0.691	NPC471655
Remote Similarity	0.6908	NPC236668
Remote Similarity	0.6906	NPC212742

Drug Structure

NPD1783 OpenBabel08211701082D 24 24 0 0 0 0 0 0 0 0999 V2000 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 3.4641 0.0000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 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 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 O 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 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 6 1 0 0 0 0 3 9 1 0 0 0 0 4 7 1 0 0 0 0 4 10 1 0 0 0 0 5 8 2 0 0 0 0 5 12 1 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 16 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 16 2 0 0 0 0 14 17 2 3 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 20 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014008
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	309.17
ALogP	-1.5738
MLogP	2.34
XLogP	0.596
HDA	7
HBD	2
Rotatable Bonds	14
TPSA	93.04
RO5 Violation	1