NPASS drugs

Drug Information

Drug ID:	NPD5605
Drug Name:	Ly-518674
Molecular Formula:	C23H27N3O4
Canonical SMILES:	Cc1ccc(cc1)Cn1[nH]c(nc1=O)CCCc1ccc(cc1)OC(C(=O)O)(C)C
Standard InCHI:	InChI=1S/C23H27N3O4/c1-16-7-9-18(10-8-16)15-26-22(29)24-20(25-26)6-4-5-17-11-13-19(14-12-17)30-23(2,3)21(27)28/h7-14H,4-6,15H2,1-3H3,(H,27,28)(H,24,25,29)
Standard InCHIKey:	PNHFDVSKDSLUFH-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5605

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	160
0.1-0.2	1020
0.2-0.3	4938
0.3-0.4	8165
0.4-0.5	6099
0.5-0.6	9990
0.6-0.7	516
0.7-0.8	2
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	0.7135	NPC132771
Intermediate Similarity	0.7076	NPC313414
Remote Similarity	0.6882	NPC474902
Remote Similarity	0.6867	NPC470392
Remote Similarity	0.6854	NPC56635
Remote Similarity	0.6854	NPC207675
Remote Similarity	0.6854	NPC212699
Remote Similarity	0.6845	NPC237227
Remote Similarity	0.6842	NPC315542
Remote Similarity	0.6793	NPC196091
Remote Similarity	0.678	NPC13397
Remote Similarity	0.6754	NPC235194
Remote Similarity	0.675	NPC263835
Remote Similarity	0.6728	NPC471315
Remote Similarity	0.6728	NPC471314
Remote Similarity	0.6707	NPC114102
Remote Similarity	0.6687	NPC43275
Remote Similarity	0.6686	NPC212850
Remote Similarity	0.6686	NPC189724
Remote Similarity	0.6686	NPC83289
Remote Similarity	0.6667	NPC247018
Remote Similarity	0.6667	NPC307123
Remote Similarity	0.6667	NPC97870
Remote Similarity	0.6667	NPC218323
Remote Similarity	0.6648	NPC52475
Remote Similarity	0.6647	NPC204546
Remote Similarity	0.663	NPC319320
Remote Similarity	0.663	NPC254700
Remote Similarity	0.663	NPC287757
Remote Similarity	0.6629	NPC161155
Remote Similarity	0.6629	NPC97004
Remote Similarity	0.6629	NPC136951
Remote Similarity	0.6627	NPC169766
Remote Similarity	0.6627	NPC105541
Remote Similarity	0.6611	NPC18614
Remote Similarity	0.6607	NPC326966
Remote Similarity	0.6595	NPC473502
Remote Similarity	0.6591	NPC97282
Remote Similarity	0.6587	NPC283079
Remote Similarity	0.6587	NPC471321
Remote Similarity	0.6587	NPC325651
Remote Similarity	0.6587	NPC471306
Remote Similarity	0.6579	NPC181905
Remote Similarity	0.6568	NPC214869
Remote Similarity	0.6568	NPC93882
Remote Similarity	0.6568	NPC130595
Remote Similarity	0.6559	NPC186617
Remote Similarity	0.6548	NPC195749
Remote Similarity	0.6548	NPC52029
Remote Similarity	0.6548	NPC35961
Remote Similarity	0.6543	NPC17388
Remote Similarity	0.6543	NPC471308
Remote Similarity	0.6543	NPC289330
Remote Similarity	0.6543	NPC53596
Remote Similarity	0.6543	NPC160120
Remote Similarity	0.6534	NPC247298
Remote Similarity	0.6531	NPC283207
Remote Similarity	0.6529	NPC285078
Remote Similarity	0.6529	NPC266425
Remote Similarity	0.6529	NPC6854
Remote Similarity	0.6529	NPC313737
Remote Similarity	0.6527	NPC251571
Remote Similarity	0.6524	NPC151030
Remote Similarity	0.6524	NPC471568
Remote Similarity	0.6524	NPC473693
Remote Similarity	0.6524	NPC269383
Remote Similarity	0.6522	NPC22014
Remote Similarity	0.6517	NPC324081
Remote Similarity	0.6509	NPC45191
Remote Similarity	0.6508	NPC164608
Remote Similarity	0.6503	NPC469243
Remote Similarity	0.65	NPC47672
Remote Similarity	0.6495	NPC138083
Remote Similarity	0.6495	NPC299806
Remote Similarity	0.6494	NPC168861
Remote Similarity	0.6491	NPC218530
Remote Similarity	0.6488	NPC155838
Remote Similarity	0.6486	NPC472923
Remote Similarity	0.6484	NPC187028
Remote Similarity	0.6484	NPC197741
Remote Similarity	0.6484	NPC156311
Remote Similarity	0.6484	NPC10221
Remote Similarity	0.6484	NPC305700
Remote Similarity	0.6484	NPC140915
Remote Similarity	0.6484	NPC18249
Remote Similarity	0.648	NPC234069
Remote Similarity	0.6477	NPC469831
Remote Similarity	0.6474	NPC48202
Remote Similarity	0.6474	NPC471316
Remote Similarity	0.6467	NPC301713
Remote Similarity	0.6461	NPC245974
Remote Similarity	0.6458	NPC32064
Remote Similarity	0.6453	NPC196708
Remote Similarity	0.6452	NPC247251
Remote Similarity	0.6447	NPC174122
Remote Similarity	0.6447	NPC64140
Remote Similarity	0.6446	NPC95733
Remote Similarity	0.6446	NPC62101
Remote Similarity	0.6443	NPC469829
Remote Similarity	0.6442	NPC321133
Remote Similarity	0.6438	NPC51345
Remote Similarity	0.6437	NPC241086
Remote Similarity	0.6437	NPC328137
Remote Similarity	0.6437	NPC318028
Remote Similarity	0.6437	NPC317741
Remote Similarity	0.6437	NPC282087
Remote Similarity	0.6437	NPC259800
Remote Similarity	0.6437	NPC318984
Remote Similarity	0.6436	NPC198254
Remote Similarity	0.6436	NPC274198
Remote Similarity	0.6433	NPC267237
Remote Similarity	0.6429	NPC186898
Remote Similarity	0.6429	NPC94862
Remote Similarity	0.6425	NPC115144
Remote Similarity	0.6425	NPC277857
Remote Similarity	0.6413	NPC475544
Remote Similarity	0.6412	NPC308885
Remote Similarity	0.6412	NPC255550
Remote Similarity	0.6407	NPC29477
Remote Similarity	0.6406	NPC475421
Remote Similarity	0.6402	NPC83279
Remote Similarity	0.6398	NPC223207
Remote Similarity	0.6396	NPC124626
Remote Similarity	0.6393	NPC233926
Remote Similarity	0.6393	NPC292003
Remote Similarity	0.6387	NPC477115
Remote Similarity	0.6386	NPC211218
Remote Similarity	0.6386	NPC328267
Remote Similarity	0.6386	NPC14141
Remote Similarity	0.6384	NPC63628
Remote Similarity	0.6384	NPC178466
Remote Similarity	0.638	NPC256369
Remote Similarity	0.6379	NPC204848
Remote Similarity	0.6379	NPC41473
Remote Similarity	0.6379	NPC312770
Remote Similarity	0.6379	NPC160607
Remote Similarity	0.6379	NPC14600
Remote Similarity	0.6374	NPC471953
Remote Similarity	0.6368	NPC49315
Remote Similarity	0.6364	NPC290755
Remote Similarity	0.6364	NPC469479
Remote Similarity	0.6364	NPC471771
Remote Similarity	0.6364	NPC304074
Remote Similarity	0.6358	NPC6570
Remote Similarity	0.6354	NPC182119
Remote Similarity	0.6354	NPC258222
Remote Similarity	0.6349	NPC276506
Remote Similarity	0.6345	NPC174607
Remote Similarity	0.6345	NPC469830
Remote Similarity	0.6343	NPC326860
Remote Similarity	0.6343	NPC231572
Remote Similarity	0.6343	NPC299583
Remote Similarity	0.6343	NPC36434
Remote Similarity	0.6343	NPC197239
Remote Similarity	0.6339	NPC275027
Remote Similarity	0.6337	NPC132308
Remote Similarity	0.6335	NPC296526
Remote Similarity	0.6331	NPC172403
Remote Similarity	0.6331	NPC153990
Remote Similarity	0.6328	NPC266741
Remote Similarity	0.6316	NPC89831
Remote Similarity	0.6313	NPC5462
Remote Similarity	0.6313	NPC147847
Remote Similarity	0.6313	NPC9373
Remote Similarity	0.6313	NPC17760
Remote Similarity	0.631	NPC320242
Remote Similarity	0.631	NPC63931
Remote Similarity	0.6308	NPC470112
Remote Similarity	0.6308	NPC470903
Remote Similarity	0.6308	NPC167763
Remote Similarity	0.6307	NPC298821
Remote Similarity	0.6303	NPC318357
Remote Similarity	0.6302	NPC196243
Remote Similarity	0.6301	NPC282477
Remote Similarity	0.6301	NPC284855
Remote Similarity	0.6301	NPC470441
Remote Similarity	0.6298	NPC471032
Remote Similarity	0.6298	NPC470935
Remote Similarity	0.6296	NPC469505
Remote Similarity	0.6296	NPC280022
Remote Similarity	0.6294	NPC259071
Remote Similarity	0.6294	NPC121571
Remote Similarity	0.6294	NPC77435
Remote Similarity	0.6294	NPC276120
Remote Similarity	0.6294	NPC8093
Remote Similarity	0.6292	NPC78530
Remote Similarity	0.6292	NPC81026
Remote Similarity	0.6289	NPC263507
Remote Similarity	0.6289	NPC134413
Remote Similarity	0.6289	NPC45112
Remote Similarity	0.6289	NPC271958
Remote Similarity	0.6287	NPC473942
Remote Similarity	0.6286	NPC214988
Remote Similarity	0.6284	NPC76213
Remote Similarity	0.6284	NPC277669
Remote Similarity	0.6284	NPC473580
Remote Similarity	0.6283	NPC474881
Remote Similarity	0.6279	NPC274732
Remote Similarity	0.6279	NPC244866
Remote Similarity	0.6271	NPC123761

Drug Structure

NPD5605 OpenBabel08211708292D 32 34 0 0 0 0 0 0 0 0999 V2000 3.3457 3.1315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 4.5296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1646 1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7634 2.4271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5768 0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1756 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7579 2.3225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 4.1636 0.0000 C 0 0 0 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 -6.7788 3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 N 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 -8.5109 3.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 5.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 2.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 -1.7213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 5.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 26 1 0 0 0 0 19 30 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 22 29 2 0 0 0 0 23 30 1 0 0 0 0 25 26 1 0 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001496
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9909438
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.20
ALogP	-0.5762
MLogP	3.22
XLogP	6.081
HDA	6
HBD	2
Rotatable Bonds	13
TPSA	91.23
RO5 Violation	1