NPASS drugs

Drug Information

Drug ID:	NPD2614
Drug Name:
Molecular Formula:	C17H23NO4
Canonical SMILES:	NC[C@@H]1CC[C@H](CC1)C(=O)Oc1ccc(cc1)CCC(=O)O
Standard InCHI:	InChI=1S/C17H23NO4/c18-11-13-1-6-14(7-2-13)17(21)22-15-8-3-12(4-9-15)5-10-16(19)20/h3-4,8-9,13-14H,1-2,5-7,10-11,18H2,(H,19,20)/t13-,14-
Standard InCHIKey:	FHRSHSOEWXUORL-HDJSIYSDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2614

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	112
0.1-0.2	753
0.2-0.3	2259
0.3-0.4	6854
0.4-0.5	6538
0.5-0.6	4883
0.6-0.7	9002
0.7-0.8	474
0.8-0.85	14
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	0.8689	NPC51345
Intermediate Similarity	0.8456	NPC318028
Intermediate Similarity	0.8456	NPC328137
Intermediate Similarity	0.8456	NPC318984
Intermediate Similarity	0.8456	NPC241086
Intermediate Similarity	0.8456	NPC259800
Intermediate Similarity	0.8456	NPC282087
Intermediate Similarity	0.8456	NPC317741
Intermediate Similarity	0.8413	NPC264976
Intermediate Similarity	0.8357	NPC17760
Intermediate Similarity	0.8321	NPC326860
Intermediate Similarity	0.8321	NPC197239
Intermediate Similarity	0.8284	NPC470392
Intermediate Similarity	0.8049	NPC259554
Intermediate Similarity	0.803	NPC89630
Intermediate Similarity	0.7937	NPC109241
Intermediate Similarity	0.7923	NPC474874
Intermediate Similarity	0.7907	NPC293424
Intermediate Similarity	0.7903	NPC234639
Intermediate Similarity	0.7891	NPC281686
Intermediate Similarity	0.7891	NPC188867
Intermediate Similarity	0.7891	NPC106551
Intermediate Similarity	0.7868	NPC241354
Intermediate Similarity	0.7863	NPC318357
Intermediate Similarity	0.7817	NPC66518
Intermediate Similarity	0.781	NPC475102
Intermediate Similarity	0.7795	NPC26524
Intermediate Similarity	0.7794	NPC325651
Intermediate Similarity	0.7778	NPC233238
Intermediate Similarity	0.7778	NPC474476
Intermediate Similarity	0.7727	NPC326079
Intermediate Similarity	0.771	NPC239697
Intermediate Similarity	0.7681	NPC2989
Intermediate Similarity	0.7661	NPC1065
Intermediate Similarity	0.7652	NPC321133
Intermediate Similarity	0.7634	NPC205502
Intermediate Similarity	0.763	NPC111088
Intermediate Similarity	0.7623	NPC307425
Intermediate Similarity	0.7615	NPC33717
Intermediate Similarity	0.7615	NPC19290
Intermediate Similarity	0.7581	NPC473393
Intermediate Similarity	0.7581	NPC473855
Intermediate Similarity	0.7581	NPC42383
Intermediate Similarity	0.7574	NPC280767
Intermediate Similarity	0.7574	NPC3221
Intermediate Similarity	0.7574	NPC88403
Intermediate Similarity	0.7556	NPC328267
Intermediate Similarity	0.7556	NPC473942
Intermediate Similarity	0.7554	NPC326966
Intermediate Similarity	0.7541	NPC107101
Intermediate Similarity	0.754	NPC97811
Intermediate Similarity	0.7538	NPC296526
Intermediate Similarity	0.7537	NPC27581
Intermediate Similarity	0.7536	NPC226661
Intermediate Similarity	0.7536	NPC2596
Intermediate Similarity	0.7519	NPC31314
Intermediate Similarity	0.7519	NPC193193
Intermediate Similarity	0.7519	NPC263835
Intermediate Similarity	0.7518	NPC470441
Intermediate Similarity	0.7517	NPC155552
Intermediate Similarity	0.75	NPC221798
Intermediate Similarity	0.75	NPC159916
Intermediate Similarity	0.75	NPC317784
Intermediate Similarity	0.75	NPC471033
Intermediate Similarity	0.75	NPC265335
Intermediate Similarity	0.75	NPC283546
Intermediate Similarity	0.75	NPC142638
Intermediate Similarity	0.75	NPC311091
Intermediate Similarity	0.7482	NPC474289
Intermediate Similarity	0.7482	NPC238309
Intermediate Similarity	0.7481	NPC128249
Intermediate Similarity	0.7481	NPC470860
Intermediate Similarity	0.7465	NPC176814
Intermediate Similarity	0.7465	NPC68779
Intermediate Similarity	0.7465	NPC5310
Intermediate Similarity	0.7465	NPC300776
Intermediate Similarity	0.7465	NPC4982
Intermediate Similarity	0.7465	NPC196708
Intermediate Similarity	0.7464	NPC161593
Intermediate Similarity	0.7464	NPC145888
Intermediate Similarity	0.7464	NPC223807
Intermediate Similarity	0.7464	NPC16031
Intermediate Similarity	0.7462	NPC235250
Intermediate Similarity	0.7448	NPC79372
Intermediate Similarity	0.7448	NPC204546
Intermediate Similarity	0.7447	NPC169766
Intermediate Similarity	0.7447	NPC307289
Intermediate Similarity	0.7444	NPC43275
Intermediate Similarity	0.7444	NPC234956
Intermediate Similarity	0.7442	NPC280760
Intermediate Similarity	0.7442	NPC17693
Intermediate Similarity	0.744	NPC470393
Intermediate Similarity	0.7434	NPC56635
Intermediate Similarity	0.7432	NPC132771
Intermediate Similarity	0.7429	NPC45191
Intermediate Similarity	0.7426	NPC470887
Intermediate Similarity	0.7422	NPC231251
Intermediate Similarity	0.7422	NPC88868
Intermediate Similarity	0.7422	NPC25067
Intermediate Similarity	0.7419	NPC158900
Intermediate Similarity	0.7419	NPC298224
Intermediate Similarity	0.7413	NPC106606
Intermediate Similarity	0.741	NPC283079
Intermediate Similarity	0.7407	NPC177291
Intermediate Similarity	0.7407	NPC194416
Intermediate Similarity	0.7407	NPC142577
Intermediate Similarity	0.7405	NPC322358
Intermediate Similarity	0.7402	NPC31274
Intermediate Similarity	0.7402	NPC291837
Intermediate Similarity	0.7391	NPC475236
Intermediate Similarity	0.7379	NPC73078
Intermediate Similarity	0.7379	NPC319870
Intermediate Similarity	0.7379	NPC327612
Intermediate Similarity	0.7379	NPC148738
Intermediate Similarity	0.7376	NPC88667
Intermediate Similarity	0.7372	NPC314725
Intermediate Similarity	0.7372	NPC229113
Intermediate Similarity	0.7372	NPC313375
Intermediate Similarity	0.7372	NPC140521
Intermediate Similarity	0.7372	NPC474237
Intermediate Similarity	0.7365	NPC313414
Intermediate Similarity	0.7361	NPC90431
Intermediate Similarity	0.7361	NPC223616
Intermediate Similarity	0.7361	NPC246177
Intermediate Similarity	0.7361	NPC317045
Intermediate Similarity	0.736	NPC38079
Intermediate Similarity	0.736	NPC108875
Intermediate Similarity	0.736	NPC38209
Intermediate Similarity	0.7357	NPC473019
Intermediate Similarity	0.7353	NPC291189
Intermediate Similarity	0.7353	NPC69403
Intermediate Similarity	0.7353	NPC311219
Intermediate Similarity	0.7353	NPC473464
Intermediate Similarity	0.7353	NPC476332
Intermediate Similarity	0.7344	NPC79543
Intermediate Similarity	0.7338	NPC296712
Intermediate Similarity	0.7333	NPC322569
Intermediate Similarity	0.7329	NPC71903
Intermediate Similarity	0.7324	NPC132308
Intermediate Similarity	0.7323	NPC186469
Intermediate Similarity	0.7323	NPC151530
Intermediate Similarity	0.7323	NPC157473
Intermediate Similarity	0.7319	NPC124776
Intermediate Similarity	0.7319	NPC257589
Intermediate Similarity	0.7319	NPC137416
Intermediate Similarity	0.7319	NPC249836
Intermediate Similarity	0.7319	NPC53305
Intermediate Similarity	0.7317	NPC245561
Intermediate Similarity	0.7313	NPC319950
Intermediate Similarity	0.7313	NPC98748
Intermediate Similarity	0.731	NPC471069
Intermediate Similarity	0.731	NPC471068
Intermediate Similarity	0.7305	NPC249425
Intermediate Similarity	0.7305	NPC109778
Intermediate Similarity	0.7305	NPC327457
Intermediate Similarity	0.7305	NPC86774
Intermediate Similarity	0.7299	NPC140359
Intermediate Similarity	0.7299	NPC13020
Intermediate Similarity	0.7293	NPC183154
Intermediate Similarity	0.7293	NPC76308
Intermediate Similarity	0.7293	NPC263754
Intermediate Similarity	0.7293	NPC120075
Intermediate Similarity	0.7293	NPC325295
Intermediate Similarity	0.7292	NPC113295
Intermediate Similarity	0.7292	NPC61499
Intermediate Similarity	0.7287	NPC183700
Intermediate Similarity	0.7287	NPC141068
Intermediate Similarity	0.7286	NPC176590
Intermediate Similarity	0.7279	NPC310370
Intermediate Similarity	0.7279	NPC170812
Intermediate Similarity	0.7279	NPC183642
Intermediate Similarity	0.7279	NPC29599
Intermediate Similarity	0.7273	NPC54503
Intermediate Similarity	0.7273	NPC55147
Intermediate Similarity	0.7266	NPC127937
Intermediate Similarity	0.7266	NPC303680
Intermediate Similarity	0.7266	NPC201959
Intermediate Similarity	0.7266	NPC84076
Intermediate Similarity	0.7266	NPC92207
Intermediate Similarity	0.7266	NPC476353
Intermediate Similarity	0.7266	NPC90128
Intermediate Similarity	0.726	NPC471071
Intermediate Similarity	0.726	NPC307883
Intermediate Similarity	0.726	NPC471070
Intermediate Similarity	0.726	NPC471072
Intermediate Similarity	0.7258	NPC52472
Intermediate Similarity	0.7254	NPC125153
Intermediate Similarity	0.7254	NPC196979
Intermediate Similarity	0.7254	NPC470976
Intermediate Similarity	0.7254	NPC470977
Intermediate Similarity	0.7254	NPC244866
Intermediate Similarity	0.7254	NPC258073
Intermediate Similarity	0.7252	NPC303522
Intermediate Similarity	0.7248	NPC474599
Intermediate Similarity	0.7246	NPC78446
Intermediate Similarity	0.7244	NPC70843
Intermediate Similarity	0.7244	NPC176971
Intermediate Similarity	0.7244	NPC188677
Intermediate Similarity	0.7244	NPC326447
Intermediate Similarity	0.7244	NPC113457

Drug Structure

NPD2614 OpenBabel08211702172D 25 26 0 0 1 0 0 0 0 0999 V2000 2.5981 -0.5000 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 -0.8660 -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 -3.0000 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 2.5981 1.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 13 1 0 0 0 0 2 7 1 0 0 0 0 2 13 1 0 0 0 0 3 8 1 0 0 0 0 3 12 2 0 0 0 0 4 9 2 0 0 0 0 4 12 1 0 0 0 0 5 10 1 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 14 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 18 1 0 0 0 0 13 11 1 1 0 0 0 14 17 1 6 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010919
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	305.16
ALogP	-0.4004
MLogP	2.78
XLogP	2.749
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	89.62
RO5 Violation	0