NPASS drugs

Drug Information

Drug ID:	NPD5880
Drug Name:
Molecular Formula:	C24H25ClN2O2
Canonical SMILES:	N#Cc1c(cccc1Cl)OC[C@@H](CNC(Cc1ccc2c(c1)cccc2)(C)C)O
Standard InCHI:	InChI=1S/C24H25ClN2O2/c1-24(2,13-17-10-11-18-6-3-4-7-19(18)12-17)27-15-20(28)16-29-23-9-5-8-22(25)21(23)14-26/h3-12,20,27-28H,13,15-16H2,1-2H3/t20-/m1/s1
Standard InCHIKey:	PZUJQWHTIRWCID-HXUWFJFHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5880

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	209
0.1-0.2	1236
0.2-0.3	5283
0.3-0.4	8143
0.4-0.5	7059
0.5-0.6	8318
0.6-0.7	631
0.7-0.8	11
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	0.7812	NPC318591
Intermediate Similarity	0.7812	NPC231163
Intermediate Similarity	0.7452	NPC136112
Intermediate Similarity	0.7452	NPC141739
Intermediate Similarity	0.7233	NPC320242
Intermediate Similarity	0.7073	NPC307123
Intermediate Similarity	0.7073	NPC247018
Intermediate Similarity	0.7073	NPC97870
Intermediate Similarity	0.7062	NPC29647
Intermediate Similarity	0.7022	NPC79328
Intermediate Similarity	0.7	NPC255253
Remote Similarity	0.6978	NPC195392
Remote Similarity	0.6893	NPC114124
Remote Similarity	0.6842	NPC204546
Remote Similarity	0.6831	NPC209377
Remote Similarity	0.6796	NPC7393
Remote Similarity	0.6793	NPC193853
Remote Similarity	0.6793	NPC223077
Remote Similarity	0.6793	NPC81247
Remote Similarity	0.6793	NPC476573
Remote Similarity	0.6793	NPC35627
Remote Similarity	0.6793	NPC56887
Remote Similarity	0.679	NPC328267
Remote Similarity	0.6778	NPC203784
Remote Similarity	0.6778	NPC126519
Remote Similarity	0.6778	NPC170503
Remote Similarity	0.6776	NPC233650
Remote Similarity	0.676	NPC2295
Remote Similarity	0.676	NPC477564
Remote Similarity	0.6757	NPC210140
Remote Similarity	0.6744	NPC323204
Remote Similarity	0.6739	NPC169743
Remote Similarity	0.6739	NPC134858
Remote Similarity	0.6718	NPC475754
Remote Similarity	0.6686	NPC145304
Remote Similarity	0.6667	NPC150879
Remote Similarity	0.6667	NPC329969
Remote Similarity	0.663	NPC60186
Remote Similarity	0.6614	NPC192135
Remote Similarity	0.6614	NPC477020
Remote Similarity	0.6614	NPC66341
Remote Similarity	0.6611	NPC26601
Remote Similarity	0.661	NPC90844
Remote Similarity	0.661	NPC253883
Remote Similarity	0.661	NPC144863
Remote Similarity	0.661	NPC95075
Remote Similarity	0.6596	NPC69712
Remote Similarity	0.6596	NPC477562
Remote Similarity	0.6596	NPC26240
Remote Similarity	0.658	NPC476575
Remote Similarity	0.6562	NPC267408
Remote Similarity	0.6561	NPC475215
Remote Similarity	0.6561	NPC108434
Remote Similarity	0.6556	NPC76213
Remote Similarity	0.6556	NPC277669
Remote Similarity	0.6554	NPC245974
Remote Similarity	0.6536	NPC207824
Remote Similarity	0.6536	NPC211296
Remote Similarity	0.6536	NPC92541
Remote Similarity	0.6536	NPC219162
Remote Similarity	0.6536	NPC60538
Remote Similarity	0.6534	NPC247298
Remote Similarity	0.6524	NPC304659
Remote Similarity	0.6524	NPC86144
Remote Similarity	0.6522	NPC221864
Remote Similarity	0.6505	NPC475393
Remote Similarity	0.6505	NPC124433
Remote Similarity	0.6505	NPC293871
Remote Similarity	0.6486	NPC271388
Remote Similarity	0.6486	NPC166014
Remote Similarity	0.6486	NPC205255
Remote Similarity	0.6486	NPC230956
Remote Similarity	0.6486	NPC235143
Remote Similarity	0.6486	NPC27410
Remote Similarity	0.6486	NPC119649
Remote Similarity	0.6482	NPC256124
Remote Similarity	0.6482	NPC264938
Remote Similarity	0.6477	NPC474507
Remote Similarity	0.6477	NPC119068
Remote Similarity	0.6477	NPC186033
Remote Similarity	0.6477	NPC40496
Remote Similarity	0.6464	NPC81733
Remote Similarity	0.6464	NPC326316
Remote Similarity	0.6458	NPC148709
Remote Similarity	0.6458	NPC476577
Remote Similarity	0.6458	NPC173416
Remote Similarity	0.6457	NPC252901
Remote Similarity	0.6452	NPC80759
Remote Similarity	0.6452	NPC79402
Remote Similarity	0.6448	NPC123323
Remote Similarity	0.6448	NPC244112
Remote Similarity	0.6444	NPC477565
Remote Similarity	0.6444	NPC103379
Remote Similarity	0.6443	NPC257269
Remote Similarity	0.6443	NPC230276
Remote Similarity	0.6442	NPC321133
Remote Similarity	0.6441	NPC3921
Remote Similarity	0.6432	NPC117717
Remote Similarity	0.6429	NPC206372
Remote Similarity	0.6429	NPC203424
Remote Similarity	0.6425	NPC476151
Remote Similarity	0.6421	NPC152212
Remote Similarity	0.6417	NPC189470
Remote Similarity	0.6416	NPC231884
Remote Similarity	0.6416	NPC167944
Remote Similarity	0.6416	NPC42793
Remote Similarity	0.6415	NPC26524
Remote Similarity	0.6414	NPC175890
Remote Similarity	0.6414	NPC274661
Remote Similarity	0.6414	NPC48490
Remote Similarity	0.6414	NPC82457
Remote Similarity	0.6414	NPC11296
Remote Similarity	0.6413	NPC186063
Remote Similarity	0.641	NPC275132
Remote Similarity	0.6402	NPC212559
Remote Similarity	0.6402	NPC204947
Remote Similarity	0.64	NPC212850
Remote Similarity	0.64	NPC189724
Remote Similarity	0.64	NPC83289
Remote Similarity	0.6393	NPC233926
Remote Similarity	0.6392	NPC475479
Remote Similarity	0.6392	NPC126284
Remote Similarity	0.6392	NPC243454
Remote Similarity	0.6389	NPC130941
Remote Similarity	0.6382	NPC60295
Remote Similarity	0.6382	NPC191132
Remote Similarity	0.6378	NPC135772
Remote Similarity	0.6374	NPC52475
Remote Similarity	0.6364	NPC469479
Remote Similarity	0.6364	NPC470925
Remote Similarity	0.6359	NPC155442
Remote Similarity	0.6359	NPC476574
Remote Similarity	0.6359	NPC477561
Remote Similarity	0.6359	NPC239584
Remote Similarity	0.6359	NPC76079
Remote Similarity	0.6359	NPC312918
Remote Similarity	0.6358	NPC25648
Remote Similarity	0.6358	NPC184269
Remote Similarity	0.6358	NPC141023
Remote Similarity	0.6349	NPC124657
Remote Similarity	0.6347	NPC61685
Remote Similarity	0.6343	NPC210086
Remote Similarity	0.6341	NPC263835
Remote Similarity	0.6341	NPC103916
Remote Similarity	0.6339	NPC18614
Remote Similarity	0.6337	NPC189482
Remote Similarity	0.6337	NPC325568
Remote Similarity	0.6335	NPC6152
Remote Similarity	0.633	NPC1229
Remote Similarity	0.633	NPC324144
Remote Similarity	0.6327	NPC248642
Remote Similarity	0.6325	NPC152946
Remote Similarity	0.6324	NPC323443
Remote Similarity	0.6324	NPC180756
Remote Similarity	0.6321	NPC477558
Remote Similarity	0.6319	NPC47672
Remote Similarity	0.6319	NPC274026
Remote Similarity	0.6316	NPC196193
Remote Similarity	0.6316	NPC306555
Remote Similarity	0.6316	NPC158376
Remote Similarity	0.6316	NPC474931
Remote Similarity	0.6316	NPC117188
Remote Similarity	0.6316	NPC205421
Remote Similarity	0.6316	NPC12053
Remote Similarity	0.6316	NPC81218
Remote Similarity	0.6316	NPC145832
Remote Similarity	0.6308	NPC99179
Remote Similarity	0.6303	NPC316896
Remote Similarity	0.6296	NPC13504
Remote Similarity	0.6296	NPC96603
Remote Similarity	0.6296	NPC136508
Remote Similarity	0.6296	NPC477563
Remote Similarity	0.6296	NPC253043
Remote Similarity	0.6296	NPC212794
Remote Similarity	0.6296	NPC78222
Remote Similarity	0.6296	NPC306843
Remote Similarity	0.6296	NPC196447
Remote Similarity	0.6294	NPC283079
Remote Similarity	0.6294	NPC156576
Remote Similarity	0.629	NPC476572
Remote Similarity	0.629	NPC129603
Remote Similarity	0.6289	NPC283999
Remote Similarity	0.6281	NPC275680
Remote Similarity	0.6281	NPC22115
Remote Similarity	0.627	NPC189266
Remote Similarity	0.627	NPC5238
Remote Similarity	0.627	NPC469817
Remote Similarity	0.627	NPC184026
Remote Similarity	0.627	NPC39701
Remote Similarity	0.627	NPC127674
Remote Similarity	0.627	NPC249797
Remote Similarity	0.627	NPC172765
Remote Similarity	0.627	NPC204828
Remote Similarity	0.627	NPC99659
Remote Similarity	0.627	NPC276588
Remote Similarity	0.627	NPC54379
Remote Similarity	0.627	NPC295691
Remote Similarity	0.627	NPC278799
Remote Similarity	0.627	NPC207757
Remote Similarity	0.627	NPC325871

Drug Structure

NPD5880 OpenBabel08211708292D 31 33 0 0 1 0 0 0 0 0999 V2000 4.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9641 -1.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0981 -1.9019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9641 -0.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -1.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0981 1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 0.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3660 1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0981 0.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -0.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 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 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 22 1 0 0 0 0 9 23 2 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 21 1 0 0 0 0 14 26 3 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 16 29 1 0 0 0 0 18 19 1 0 0 0 0 20 15 1 6 0 0 0 20 28 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 22 25 1 0 0 0 0 23 29 1 0 0 0 0 24 27 1 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010796
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918446
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.16
ALogP	0.6323
MLogP	3.55
XLogP	7.179
HDA	3
HBD	2
Rotatable Bonds	12
TPSA	65.28
RO5 Violation	1