NPASS drugs

Drug Information

Drug ID:	NPD5022
Drug Name:	SKF-97574
Molecular Formula:	C22H24N2O3
Canonical SMILES:	CCCC(=O)c1cnc2c(c1Nc1ccccc1C)cccc2OCCO
Standard InCHI:	InChI=1S/C22H24N2O3/c1-3-7-19(26)17-14-23-22-16(9-6-11-20(22)27-13-12-25)21(17)24-18-10-5-4-8-15(18)2/h4-6,8-11,14,25H,3,7,12-13H2,1-2H3,(H,23,24)
Standard InCHIKey:	BMCBJKLELCZGBF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5022

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	310
0.1-0.2	1963
0.2-0.3	9513
0.3-0.4	3214
0.4-0.5	11419
0.5-0.6	2877
0.6-0.7	1353
0.7-0.8	233
0.8-0.85	8
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	0.8251	NPC477112
Intermediate Similarity	0.8214	NPC49547
Intermediate Similarity	0.8117	NPC74575
Intermediate Similarity	0.8095	NPC208522
Intermediate Similarity	0.8072	NPC470018
Intermediate Similarity	0.8059	NPC258048
Intermediate Similarity	0.8026	NPC161801
Intermediate Similarity	0.8018	NPC216612
Intermediate Similarity	0.7974	NPC142385
Intermediate Similarity	0.7941	NPC53534
Intermediate Similarity	0.7888	NPC148889
Intermediate Similarity	0.7839	NPC270515
Intermediate Similarity	0.7819	NPC132385
Intermediate Similarity	0.7819	NPC152620
Intermediate Similarity	0.7817	NPC473186
Intermediate Similarity	0.7817	NPC196718
Intermediate Similarity	0.7783	NPC329631
Intermediate Similarity	0.7778	NPC72905
Intermediate Similarity	0.7763	NPC309845
Intermediate Similarity	0.7749	NPC39370
Intermediate Similarity	0.7739	NPC102593
Intermediate Similarity	0.7738	NPC314222
Intermediate Similarity	0.7738	NPC196449
Intermediate Similarity	0.7727	NPC187501
Intermediate Similarity	0.7719	NPC257851
Intermediate Similarity	0.7706	NPC193238
Intermediate Similarity	0.7692	NPC41501
Intermediate Similarity	0.7682	NPC470020
Intermediate Similarity	0.7682	NPC470022
Intermediate Similarity	0.7682	NPC472061
Intermediate Similarity	0.766	NPC475844
Intermediate Similarity	0.7658	NPC236668
Intermediate Similarity	0.7639	NPC470017
Intermediate Similarity	0.7625	NPC137353
Intermediate Similarity	0.7623	NPC146976
Intermediate Similarity	0.7611	NPC225279
Intermediate Similarity	0.76	NPC184408
Intermediate Similarity	0.7588	NPC322482
Intermediate Similarity	0.7578	NPC476287
Intermediate Similarity	0.7578	NPC39500
Intermediate Similarity	0.7569	NPC475774
Intermediate Similarity	0.7543	NPC260434
Intermediate Similarity	0.7543	NPC474688
Intermediate Similarity	0.7532	NPC246381
Intermediate Similarity	0.7521	NPC182222
Intermediate Similarity	0.7511	NPC477111
Intermediate Similarity	0.7511	NPC122436
Intermediate Similarity	0.751	NPC165964
Intermediate Similarity	0.75	NPC101350
Intermediate Similarity	0.7489	NPC208084
Intermediate Similarity	0.7489	NPC478078
Intermediate Similarity	0.7489	NPC476138
Intermediate Similarity	0.7489	NPC245816
Intermediate Similarity	0.7489	NPC288987
Intermediate Similarity	0.7477	NPC230403
Intermediate Similarity	0.7467	NPC144452
Intermediate Similarity	0.7459	NPC478045
Intermediate Similarity	0.7458	NPC235685
Intermediate Similarity	0.7458	NPC15801
Intermediate Similarity	0.7457	NPC274640
Intermediate Similarity	0.7456	NPC276657
Intermediate Similarity	0.7456	NPC323969
Intermediate Similarity	0.7455	NPC26679
Intermediate Similarity	0.7448	NPC316224
Intermediate Similarity	0.7445	NPC131885
Intermediate Similarity	0.7422	NPC162530
Intermediate Similarity	0.7415	NPC477549
Intermediate Similarity	0.7414	NPC157931
Intermediate Similarity	0.7406	NPC124300
Intermediate Similarity	0.7403	NPC179287
Intermediate Similarity	0.7401	NPC469727
Intermediate Similarity	0.7391	NPC210434
Intermediate Similarity	0.738	NPC472099
Intermediate Similarity	0.7378	NPC219087
Intermediate Similarity	0.7376	NPC329708
Intermediate Similarity	0.7376	NPC165349
Intermediate Similarity	0.7376	NPC264166
Intermediate Similarity	0.7376	NPC274291
Intermediate Similarity	0.7376	NPC47059
Intermediate Similarity	0.7376	NPC118832
Intermediate Similarity	0.7375	NPC291609
Intermediate Similarity	0.7373	NPC90229
Intermediate Similarity	0.7366	NPC471304
Intermediate Similarity	0.7366	NPC123839
Intermediate Similarity	0.7359	NPC205372
Intermediate Similarity	0.7357	NPC288349
Intermediate Similarity	0.7357	NPC477110
Intermediate Similarity	0.7354	NPC287208
Intermediate Similarity	0.7352	NPC19872
Intermediate Similarity	0.7342	NPC45190
Intermediate Similarity	0.7342	NPC477113
Intermediate Similarity	0.7336	NPC74360
Intermediate Similarity	0.7331	NPC180504
Intermediate Similarity	0.7325	NPC63971
Intermediate Similarity	0.7325	NPC91868
Intermediate Similarity	0.7325	NPC27041
Intermediate Similarity	0.7321	NPC185782
Intermediate Similarity	0.7315	NPC307963
Intermediate Similarity	0.7314	NPC310618
Intermediate Similarity	0.7313	NPC118228
Intermediate Similarity	0.7309	NPC321428
Intermediate Similarity	0.7301	NPC118940
Intermediate Similarity	0.73	NPC253675
Intermediate Similarity	0.7297	NPC327592
Intermediate Similarity	0.7295	NPC26543
Intermediate Similarity	0.7288	NPC469554
Intermediate Similarity	0.7281	NPC8022
Intermediate Similarity	0.7281	NPC470799
Intermediate Similarity	0.7277	NPC171787
Intermediate Similarity	0.7277	NPC24019
Intermediate Similarity	0.7277	NPC266249
Intermediate Similarity	0.7273	NPC280799
Intermediate Similarity	0.7273	NPC60621
Intermediate Similarity	0.7269	NPC232225
Intermediate Similarity	0.7269	NPC266931
Intermediate Similarity	0.7265	NPC300156
Intermediate Similarity	0.7265	NPC317373
Intermediate Similarity	0.7257	NPC172222
Intermediate Similarity	0.7255	NPC118511
Intermediate Similarity	0.7248	NPC251090
Intermediate Similarity	0.7247	NPC472435
Intermediate Similarity	0.7246	NPC474701
Intermediate Similarity	0.7243	NPC58209
Intermediate Similarity	0.7232	NPC283117
Intermediate Similarity	0.7229	NPC132642
Intermediate Similarity	0.7217	NPC173080
Intermediate Similarity	0.7217	NPC96321
Intermediate Similarity	0.7215	NPC101543
Intermediate Similarity	0.7215	NPC207686
Intermediate Similarity	0.7215	NPC267928
Intermediate Similarity	0.721	NPC94842
Intermediate Similarity	0.721	NPC51388
Intermediate Similarity	0.7202	NPC135950
Intermediate Similarity	0.7202	NPC472434
Intermediate Similarity	0.7195	NPC67401
Intermediate Similarity	0.7191	NPC140296
Intermediate Similarity	0.7189	NPC133140
Intermediate Similarity	0.7189	NPC195268
Intermediate Similarity	0.7181	NPC294375
Intermediate Similarity	0.7176	NPC76748
Intermediate Similarity	0.7174	NPC293151
Intermediate Similarity	0.7172	NPC178858
Intermediate Similarity	0.7167	NPC240384
Intermediate Similarity	0.7161	NPC471762
Intermediate Similarity	0.716	NPC216369
Intermediate Similarity	0.716	NPC472436
Intermediate Similarity	0.7156	NPC475190
Intermediate Similarity	0.7149	NPC103361
Intermediate Similarity	0.7149	NPC94157
Intermediate Similarity	0.7149	NPC110182
Intermediate Similarity	0.7149	NPC318299
Intermediate Similarity	0.7149	NPC13603
Intermediate Similarity	0.7149	NPC128823
Intermediate Similarity	0.7143	NPC92111
Intermediate Similarity	0.7143	NPC475720
Intermediate Similarity	0.7143	NPC314270
Intermediate Similarity	0.7143	NPC138370
Intermediate Similarity	0.7143	NPC474192
Intermediate Similarity	0.7131	NPC278525
Intermediate Similarity	0.713	NPC296527
Intermediate Similarity	0.713	NPC328318
Intermediate Similarity	0.713	NPC328596
Intermediate Similarity	0.7126	NPC473188
Intermediate Similarity	0.7124	NPC198503
Intermediate Similarity	0.7124	NPC82548
Intermediate Similarity	0.7118	NPC317752
Intermediate Similarity	0.7117	NPC176538
Intermediate Similarity	0.7115	NPC473764
Intermediate Similarity	0.7115	NPC314940
Intermediate Similarity	0.7113	NPC22481
Intermediate Similarity	0.7113	NPC141053
Intermediate Similarity	0.7109	NPC473639
Intermediate Similarity	0.7108	NPC85879
Intermediate Similarity	0.7108	NPC475301
Intermediate Similarity	0.7108	NPC326930
Intermediate Similarity	0.7108	NPC53255
Intermediate Similarity	0.7105	NPC208284
Intermediate Similarity	0.7105	NPC146418
Intermediate Similarity	0.71	NPC312645
Intermediate Similarity	0.7095	NPC312872
Intermediate Similarity	0.709	NPC15406
Intermediate Similarity	0.709	NPC160100
Intermediate Similarity	0.7087	NPC16066
Intermediate Similarity	0.7087	NPC237740
Intermediate Similarity	0.7087	NPC477979
Intermediate Similarity	0.7083	NPC24802
Intermediate Similarity	0.7083	NPC34770
Intermediate Similarity	0.7083	NPC90875
Intermediate Similarity	0.7081	NPC252590
Intermediate Similarity	0.708	NPC249583
Intermediate Similarity	0.7078	NPC119134
Intermediate Similarity	0.7075	NPC328928
Intermediate Similarity	0.7074	NPC472098
Intermediate Similarity	0.7074	NPC474428
Intermediate Similarity	0.7072	NPC476582
Intermediate Similarity	0.7072	NPC476578
Intermediate Similarity	0.7072	NPC4071
Intermediate Similarity	0.7071	NPC233334
Intermediate Similarity	0.7068	NPC329982
Intermediate Similarity	0.7067	NPC285558

Drug Structure

NPD5022 OpenBabel08211706322D 29 31 0 0 0 0 0 0 0 0999 V2000 1.7321 -3.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 -2.5981 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 -5.1962 -1.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -0.0000 3.0000 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 -4.3301 -1.5000 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -0.8660 0.5000 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 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 15 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 19 1 0 0 0 0 8 15 2 0 0 0 0 9 16 1 0 0 0 0 10 18 2 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 27 1 0 0 0 0 14 17 2 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 26 2 0 0 0 0 20 22 1 0 0 0 0 20 27 1 0 0 0 0 21 24 1 0 0 0 0 22 23 2 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001252
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.18
ALogP	-0.8353
MLogP	3.33
XLogP	4.432
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	71.45
RO5 Violation	0