NPASS drugs

Drug Information

Drug ID:	NPD4018
Drug Name:
Molecular Formula:	C20H24ClNO4
Canonical SMILES:	COC(=O)COc1ccc(cc1)CC(NCC(c1cccc(c1)Cl)O)C
Standard InCHI:	InChI=1S/C20H24ClNO4/c1-14(22-12-19(23)16-4-3-5-17(21)11-16)10-15-6-8-18(9-7-15)26-13-20(24)25-2/h3-9,11,14,19,22-23H,10,12-13H2,1-2H3
Standard InCHIKey:	ZFLBZHXQAMUEFS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4018

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	109
0.1-0.2	800
0.2-0.3	3444
0.3-0.4	9608
0.4-0.5	4015
0.5-0.6	10426
0.6-0.7	2428
0.7-0.8	57
0.8-0.85	3
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	0.8105	NPC204546
Intermediate Similarity	0.8061	NPC269383
Intermediate Similarity	0.8061	NPC151030
Intermediate Similarity	0.7891	NPC320242
Intermediate Similarity	0.7857	NPC49315
Intermediate Similarity	0.7733	NPC45112
Intermediate Similarity	0.7733	NPC134413
Intermediate Similarity	0.7733	NPC263507
Intermediate Similarity	0.7733	NPC271958
Intermediate Similarity	0.7697	NPC97870
Intermediate Similarity	0.7697	NPC307123
Intermediate Similarity	0.7697	NPC247018
Intermediate Similarity	0.7651	NPC136112
Intermediate Similarity	0.7651	NPC141739
Intermediate Similarity	0.7625	NPC132771
Intermediate Similarity	0.7564	NPC231163
Intermediate Similarity	0.7564	NPC318591
Intermediate Similarity	0.7543	NPC86678
Intermediate Similarity	0.75	NPC227778
Intermediate Similarity	0.74	NPC328267
Intermediate Similarity	0.7396	NPC158900
Intermediate Similarity	0.7355	NPC470392
Intermediate Similarity	0.7346	NPC313414
Intermediate Similarity	0.7305	NPC207675
Intermediate Similarity	0.7305	NPC212699
Intermediate Similarity	0.7296	NPC241086
Intermediate Similarity	0.7296	NPC318028
Intermediate Similarity	0.7296	NPC328137
Intermediate Similarity	0.7296	NPC318984
Intermediate Similarity	0.7296	NPC282087
Intermediate Similarity	0.7296	NPC317741
Intermediate Similarity	0.7296	NPC259800
Intermediate Similarity	0.7285	NPC255253
Intermediate Similarity	0.725	NPC212850
Intermediate Similarity	0.725	NPC83289
Intermediate Similarity	0.725	NPC189724
Intermediate Similarity	0.7241	NPC26524
Intermediate Similarity	0.7202	NPC56635
Intermediate Similarity	0.7195	NPC245974
Intermediate Similarity	0.7188	NPC197239
Intermediate Similarity	0.7188	NPC326860
Intermediate Similarity	0.7179	NPC48909
Intermediate Similarity	0.7152	NPC470441
Intermediate Similarity	0.7143	NPC86087
Intermediate Similarity	0.7143	NPC206372
Intermediate Similarity	0.7143	NPC203424
Intermediate Similarity	0.7134	NPC17760
Intermediate Similarity	0.7133	NPC263835
Intermediate Similarity	0.7124	NPC95733
Intermediate Similarity	0.7124	NPC62101
Intermediate Similarity	0.7083	NPC194699
Intermediate Similarity	0.7083	NPC219350
Intermediate Similarity	0.7078	NPC29477
Intermediate Similarity	0.7073	NPC247298
Intermediate Similarity	0.7032	NPC218323
Intermediate Similarity	0.7029	NPC196091
Intermediate Similarity	0.7027	NPC213
Intermediate Similarity	0.7027	NPC10286
Intermediate Similarity	0.7012	NPC182475
Intermediate Similarity	0.7	NPC233926
Remote Similarity	0.6994	NPC66518
Remote Similarity	0.6974	NPC318357
Remote Similarity	0.6964	NPC207824
Remote Similarity	0.6964	NPC60538
Remote Similarity	0.6962	NPC45191
Remote Similarity	0.6954	NPC469479
Remote Similarity	0.6954	NPC43275
Remote Similarity	0.6948	NPC211218
Remote Similarity	0.6948	NPC307020
Remote Similarity	0.6939	NPC469442
Remote Similarity	0.6939	NPC277306
Remote Similarity	0.6923	NPC47672
Remote Similarity	0.6919	NPC37205
Remote Similarity	0.6919	NPC160931
Remote Similarity	0.6918	NPC471953
Remote Similarity	0.6914	NPC41473
Remote Similarity	0.6914	NPC14600
Remote Similarity	0.6914	NPC312770
Remote Similarity	0.6914	NPC204848
Remote Similarity	0.6914	NPC193528
Remote Similarity	0.6914	NPC160607
Remote Similarity	0.6909	NPC178466
Remote Similarity	0.6909	NPC63628
Remote Similarity	0.6908	NPC321133
Remote Similarity	0.6901	NPC18249
Remote Similarity	0.6901	NPC187028
Remote Similarity	0.6901	NPC197741
Remote Similarity	0.6901	NPC140915
Remote Similarity	0.6901	NPC305700
Remote Similarity	0.6901	NPC10221
Remote Similarity	0.6897	NPC97811
Remote Similarity	0.6885	NPC299806
Remote Similarity	0.6885	NPC315542
Remote Similarity	0.6883	NPC298486
Remote Similarity	0.6882	NPC277669
Remote Similarity	0.6882	NPC76213
Remote Similarity	0.6875	NPC66643
Remote Similarity	0.6869	NPC25539
Remote Similarity	0.6867	NPC136951
Remote Similarity	0.6867	NPC97004
Remote Similarity	0.6867	NPC161155
Remote Similarity	0.6864	NPC182119
Remote Similarity	0.6855	NPC326599
Remote Similarity	0.6855	NPC329595
Remote Similarity	0.6855	NPC326966
Remote Similarity	0.6846	NPC235250
Remote Similarity	0.6836	NPC329717
Remote Similarity	0.6835	NPC325651
Remote Similarity	0.6829	NPC168861
Remote Similarity	0.6826	NPC97282
Remote Similarity	0.6818	NPC473502
Remote Similarity	0.6818	NPC474862
Remote Similarity	0.6813	NPC274732
Remote Similarity	0.6802	NPC156311
Remote Similarity	0.6802	NPC477564
Remote Similarity	0.6802	NPC2295
Remote Similarity	0.68	NPC51345
Remote Similarity	0.68	NPC296526
Remote Similarity	0.679	NPC237227
Remote Similarity	0.6788	NPC323204
Remote Similarity	0.678	NPC469505
Remote Similarity	0.6774	NPC151237
Remote Similarity	0.6772	NPC473993
Remote Similarity	0.6771	NPC469443
Remote Similarity	0.6768	NPC299583
Remote Similarity	0.6761	NPC254700
Remote Similarity	0.6752	NPC124776
Remote Similarity	0.675	NPC30390
Remote Similarity	0.675	NPC114102
Remote Similarity	0.6746	NPC115144
Remote Similarity	0.6746	NPC277857
Remote Similarity	0.6735	NPC474272
Remote Similarity	0.6732	NPC256369
Remote Similarity	0.6731	NPC279379
Remote Similarity	0.6731	NPC13020
Remote Similarity	0.6731	NPC140359
Remote Similarity	0.673	NPC110313
Remote Similarity	0.6728	NPC2363
Remote Similarity	0.6723	NPC293871
Remote Similarity	0.6723	NPC124433
Remote Similarity	0.6723	NPC209463
Remote Similarity	0.6711	NPC137096
Remote Similarity	0.6709	NPC301713
Remote Similarity	0.6709	NPC120225
Remote Similarity	0.6709	NPC213552
Remote Similarity	0.6708	NPC118419
Remote Similarity	0.6708	NPC208757
Remote Similarity	0.6708	NPC214869
Remote Similarity	0.6707	NPC471719
Remote Similarity	0.6706	NPC470935
Remote Similarity	0.6706	NPC471032
Remote Similarity	0.669	NPC42383
Remote Similarity	0.669	NPC473855
Remote Similarity	0.669	NPC470393
Remote Similarity	0.6689	NPC46844
Remote Similarity	0.6689	NPC63345
Remote Similarity	0.6688	NPC293701
Remote Similarity	0.6688	NPC114901
Remote Similarity	0.6688	NPC94276
Remote Similarity	0.6688	NPC48990
Remote Similarity	0.6688	NPC109822
Remote Similarity	0.6687	NPC241354
Remote Similarity	0.6687	NPC309744
Remote Similarity	0.6687	NPC11147
Remote Similarity	0.6687	NPC195749
Remote Similarity	0.6687	NPC35961
Remote Similarity	0.6687	NPC52029
Remote Similarity	0.6687	NPC6570
Remote Similarity	0.6685	NPC208280
Remote Similarity	0.6685	NPC475215
Remote Similarity	0.6685	NPC108434
Remote Similarity	0.6685	NPC186617
Remote Similarity	0.6684	NPC264938
Remote Similarity	0.6683	NPC326333
Remote Similarity	0.6667	NPC319320
Remote Similarity	0.6667	NPC273984
Remote Similarity	0.6667	NPC313375
Remote Similarity	0.6667	NPC251571
Remote Similarity	0.6667	NPC101503
Remote Similarity	0.6667	NPC314725
Remote Similarity	0.6667	NPC294249
Remote Similarity	0.6667	NPC71090
Remote Similarity	0.6667	NPC197921
Remote Similarity	0.6667	NPC287757
Remote Similarity	0.6667	NPC126206
Remote Similarity	0.6667	NPC114659
Remote Similarity	0.6667	NPC139699
Remote Similarity	0.6649	NPC473371
Remote Similarity	0.6649	NPC51047
Remote Similarity	0.6648	NPC473693
Remote Similarity	0.6648	NPC471568
Remote Similarity	0.6648	NPC329640
Remote Similarity	0.6647	NPC324081
Remote Similarity	0.6647	NPC266741
Remote Similarity	0.6646	NPC194519
Remote Similarity	0.6646	NPC289459
Remote Similarity	0.6645	NPC83279
Remote Similarity	0.6645	NPC106551
Remote Similarity	0.6645	NPC188867
Remote Similarity	0.6645	NPC281686

Drug Structure

NPD4018 OpenBabel08211704332D 28 29 0 0 1 0 0 0 0 0999 V2000 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 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 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 3.4641 1.0000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 0.8660 -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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 3 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 5.5000 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 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 12 22 1 0 0 0 0 13 20 1 0 0 0 0 13 26 1 0 0 0 0 14 22 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 18 26 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000346
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	122186
ChEBI
CAS Number

Drug Properties

Molecular Weight	377.14
ALogP	-0.4566
MLogP	3
XLogP	3.875
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	67.79
RO5 Violation	0