NPASS drugs

Drug Information

Drug ID:	NPD4504
Drug Name:
Molecular Formula:	C21H24N2O5
Canonical SMILES:	OC(=O)CCN=C([C@@H](N[C@H](C(=O)O)Cc1ccccc1)Cc1ccccc1)O
Standard InCHI:	InChI=1S/C21H24N2O5/c24-19(25)11-12-22-20(26)17(13-15-7-3-1-4-8-15)23-18(21(27)28)14-16-9-5-2-6-10-16/h1-10,17-18,23H,11-14H2,(H,22,26)(H,24,25)(H,27,28)/t17-,18-/m0/s1
Standard InCHIKey:	WOVRTBFSWOVRST-ROUUACIJSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4504

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	89
0.1-0.2	528
0.2-0.3	2608
0.3-0.4	10665
0.4-0.5	13745
0.5-0.6	2580
0.6-0.7	523
0.7-0.8	135
0.8-0.85	8
0.85-0.9	8
0.9-0.95	1
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	0.9189	NPC319579
High Similarity	0.8938	NPC329011
High Similarity	0.8926	NPC477937
High Similarity	0.8696	NPC474584
High Similarity	0.8632	NPC197470
High Similarity	0.8571	NPC67043
High Similarity	0.8559	NPC164859
High Similarity	0.8525	NPC35996
High Similarity	0.8512	NPC71684
Intermediate Similarity	0.8496	NPC327481
Intermediate Similarity	0.8385	NPC132636
Intermediate Similarity	0.8125	NPC12730
Intermediate Similarity	0.8115	NPC314992
Intermediate Similarity	0.8108	NPC10781
Intermediate Similarity	0.8108	NPC122493
Intermediate Similarity	0.8108	NPC293628
Intermediate Similarity	0.8033	NPC470545
Intermediate Similarity	0.7984	NPC325651
Intermediate Similarity	0.7967	NPC470546
Intermediate Similarity	0.7955	NPC314835
Intermediate Similarity	0.7953	NPC47667
Intermediate Similarity	0.7951	NPC2265
Intermediate Similarity	0.7951	NPC470544
Intermediate Similarity	0.7946	NPC324569
Intermediate Similarity	0.7934	NPC33742
Intermediate Similarity	0.7907	NPC111428
Intermediate Similarity	0.7883	NPC314114
Intermediate Similarity	0.7876	NPC322598
Intermediate Similarity	0.7851	NPC35850
Intermediate Similarity	0.7851	NPC276949
Intermediate Similarity	0.7812	NPC101719
Intermediate Similarity	0.7769	NPC473322
Intermediate Similarity	0.7742	NPC169328
Intermediate Similarity	0.7734	NPC222466
Intermediate Similarity	0.7681	NPC209509
Intermediate Similarity	0.768	NPC310467
Intermediate Similarity	0.7674	NPC4974
Intermediate Similarity	0.7632	NPC311242
Intermediate Similarity	0.7594	NPC326966
Intermediate Similarity	0.7569	NPC469903
Intermediate Similarity	0.7536	NPC161069
Intermediate Similarity	0.752	NPC14672
Intermediate Similarity	0.752	NPC285926
Intermediate Similarity	0.752	NPC315276
Intermediate Similarity	0.7519	NPC255447
Intermediate Similarity	0.7464	NPC263493
Intermediate Similarity	0.7464	NPC269398
Intermediate Similarity	0.7442	NPC27581
Intermediate Similarity	0.7429	NPC315266
Intermediate Similarity	0.7424	NPC210950
Intermediate Similarity	0.7424	NPC199738
Intermediate Similarity	0.7422	NPC478015
Intermediate Similarity	0.7422	NPC478014
Intermediate Similarity	0.7422	NPC478016
Intermediate Similarity	0.7422	NPC477061
Intermediate Similarity	0.7422	NPC200964
Intermediate Similarity	0.7422	NPC45777
Intermediate Similarity	0.741	NPC139326
Intermediate Similarity	0.7402	NPC237420
Intermediate Similarity	0.7394	NPC105717
Intermediate Similarity	0.7391	NPC25565
Intermediate Similarity	0.7387	NPC325441
Intermediate Similarity	0.7372	NPC127741
Intermediate Similarity	0.7365	NPC469243
Intermediate Similarity	0.7365	NPC469902
Intermediate Similarity	0.7347	NPC324850
Intermediate Similarity	0.7345	NPC226438
Intermediate Similarity	0.7333	NPC476198
Intermediate Similarity	0.7333	NPC246913
Intermediate Similarity	0.7328	NPC473501
Intermediate Similarity	0.7328	NPC475439
Intermediate Similarity	0.7328	NPC22746
Intermediate Similarity	0.7324	NPC138775
Intermediate Similarity	0.7319	NPC476133
Intermediate Similarity	0.7319	NPC92784
Intermediate Similarity	0.7319	NPC98424
Intermediate Similarity	0.7319	NPC178662
Intermediate Similarity	0.7319	NPC470884
Intermediate Similarity	0.7313	NPC200589
Intermediate Similarity	0.7311	NPC471317
Intermediate Similarity	0.731	NPC122590
Intermediate Similarity	0.7304	NPC303045
Intermediate Similarity	0.7304	NPC161972
Intermediate Similarity	0.7287	NPC80150
Intermediate Similarity	0.7287	NPC190663
Intermediate Similarity	0.7286	NPC197682
Intermediate Similarity	0.7286	NPC57976
Intermediate Similarity	0.7286	NPC468984
Intermediate Similarity	0.7279	NPC244866
Intermediate Similarity	0.7273	NPC473498
Intermediate Similarity	0.7266	NPC476259
Intermediate Similarity	0.7257	NPC258627
Intermediate Similarity	0.7257	NPC172128
Intermediate Similarity	0.7252	NPC6975
Intermediate Similarity	0.7252	NPC474082
Intermediate Similarity	0.7252	NPC175726
Intermediate Similarity	0.7248	NPC475544
Intermediate Similarity	0.7246	NPC471265
Intermediate Similarity	0.7246	NPC471264
Intermediate Similarity	0.7244	NPC239357
Intermediate Similarity	0.7226	NPC474473
Intermediate Similarity	0.7219	NPC223207
Intermediate Similarity	0.7219	NPC189116
Intermediate Similarity	0.7218	NPC136453
Intermediate Similarity	0.7214	NPC168113
Intermediate Similarity	0.7192	NPC286551
Intermediate Similarity	0.7176	NPC160493
Intermediate Similarity	0.7171	NPC304074
Intermediate Similarity	0.7171	NPC471771
Intermediate Similarity	0.7171	NPC290755
Intermediate Similarity	0.7164	NPC319766
Intermediate Similarity	0.7164	NPC105114
Intermediate Similarity	0.7164	NPC152850
Intermediate Similarity	0.7164	NPC239990
Intermediate Similarity	0.7164	NPC89923
Intermediate Similarity	0.7164	NPC71933
Intermediate Similarity	0.7163	NPC176226
Intermediate Similarity	0.7143	NPC163392
Intermediate Similarity	0.7143	NPC48202
Intermediate Similarity	0.7143	NPC239762
Intermediate Similarity	0.7133	NPC262077
Intermediate Similarity	0.7132	NPC220698
Intermediate Similarity	0.7131	NPC45033
Intermediate Similarity	0.713	NPC323164
Intermediate Similarity	0.7123	NPC300443
Intermediate Similarity	0.7122	NPC68865
Intermediate Similarity	0.7113	NPC52748
Intermediate Similarity	0.7107	NPC194390
Intermediate Similarity	0.7107	NPC224610
Intermediate Similarity	0.7107	NPC88267
Intermediate Similarity	0.7107	NPC113326
Intermediate Similarity	0.7103	NPC2501
Intermediate Similarity	0.7099	NPC202521
Intermediate Similarity	0.7095	NPC473580
Intermediate Similarity	0.7083	NPC311658
Intermediate Similarity	0.7078	NPC469904
Intermediate Similarity	0.7077	NPC319950
Intermediate Similarity	0.7075	NPC473341
Intermediate Similarity	0.7071	NPC287358
Intermediate Similarity	0.7063	NPC5620
Intermediate Similarity	0.7049	NPC473418
Intermediate Similarity	0.7032	NPC198254
Intermediate Similarity	0.7032	NPC274198
Intermediate Similarity	0.7027	NPC473002
Intermediate Similarity	0.7025	NPC473001
Intermediate Similarity	0.7023	NPC476990
Intermediate Similarity	0.702	NPC471527
Intermediate Similarity	0.702	NPC473003
Intermediate Similarity	0.7015	NPC474847
Intermediate Similarity	0.7007	NPC130309
Intermediate Similarity	0.7007	NPC157311
Intermediate Similarity	0.7	NPC43755
Remote Similarity	0.6993	NPC314388
Remote Similarity	0.6993	NPC63931
Remote Similarity	0.6993	NPC476978
Remote Similarity	0.6993	NPC315283
Remote Similarity	0.6992	NPC274089
Remote Similarity	0.6992	NPC191215
Remote Similarity	0.6986	NPC13470
Remote Similarity	0.6985	NPC311753
Remote Similarity	0.6978	NPC248283
Remote Similarity	0.6977	NPC281686
Remote Similarity	0.6977	NPC188867
Remote Similarity	0.6977	NPC106551
Remote Similarity	0.6972	NPC469427
Remote Similarity	0.6972	NPC469426
Remote Similarity	0.6957	NPC8761
Remote Similarity	0.6957	NPC44805
Remote Similarity	0.6957	NPC45191
Remote Similarity	0.6954	NPC1390
Remote Similarity	0.6954	NPC62104
Remote Similarity	0.6944	NPC316008
Remote Similarity	0.6944	NPC313867
Remote Similarity	0.6944	NPC322878
Remote Similarity	0.6934	NPC478147
Remote Similarity	0.6929	NPC273814
Remote Similarity	0.6923	NPC254088
Remote Similarity	0.6923	NPC276506
Remote Similarity	0.6923	NPC77905
Remote Similarity	0.6918	NPC471821
Remote Similarity	0.6918	NPC471820
Remote Similarity	0.6917	NPC252878
Remote Similarity	0.6911	NPC211551
Remote Similarity	0.6908	NPC469901
Remote Similarity	0.6901	NPC268841
Remote Similarity	0.6901	NPC46098
Remote Similarity	0.6901	NPC307357
Remote Similarity	0.6897	NPC314358
Remote Similarity	0.6887	NPC297145
Remote Similarity	0.6887	NPC197743
Remote Similarity	0.6885	NPC202613
Remote Similarity	0.6879	NPC6913
Remote Similarity	0.6871	NPC129666
Remote Similarity	0.687	NPC470877
Remote Similarity	0.6866	NPC46427
Remote Similarity	0.6861	NPC296712
Remote Similarity	0.6861	NPC469666
Remote Similarity	0.6857	NPC141050
Remote Similarity	0.6855	NPC196243
Remote Similarity	0.6849	NPC329761

Drug Structure

NPD4504 OpenBabel08211705262D 32 33 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 -1.0000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 4.3301 1.5000 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 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 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 1.7321 2.0000 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 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 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 -0.8660 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 0.8660 -1.5000 0.0000 O 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 -0.0000 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 2.5981 3.5000 0.0000 H 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 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 17 13 1 6 0 0 0 17 20 1 0 0 0 0 17 23 1 0 0 0 0 18 14 1 6 0 0 0 18 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 22 2 3 0 0 0 20 26 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012744
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5486715
ChEBI
CAS Number

Drug Properties

Molecular Weight	384.17
ALogP	-1.3488
MLogP	3
XLogP	5.918
HDA	7
HBD	4
Rotatable Bonds	14
TPSA	119.22
RO5 Violation	2