NPASS drugs

Drug Information

Drug ID:	NPD5299
Drug Name:
Molecular Formula:	C22H31N3O6S
Canonical SMILES:	OC(=O)CCCCCN=C(C(C1NC(C(S1)(C)C)C(=O)O)N=C(Cc1ccccc1)O)O
Standard InCHI:	InChI=1S/C22H31N3O6S/c1-22(2)18(21(30)31)25-20(32-22)17(19(29)23-12-8-4-7-11-16(27)28)24-15(26)13-14-9-5-3-6-10-14/h3,5-6,9-10,17-18,20,25H,4,7-8,11-13H2,1-2H3,(H,23,29)(H,24,26)(H,27,28)(H,30,31)
Standard InCHIKey:	KJABUVRFCPPJPD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5299

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	80
0.1-0.2	607
0.2-0.3	3739
0.3-0.4	13837
0.4-0.5	10585
0.5-0.6	1583
0.6-0.7	382
0.7-0.8	76
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8676	NPC468984
Intermediate Similarity	0.781	NPC300315
Intermediate Similarity	0.7808	NPC13470
Intermediate Similarity	0.7778	NPC322878
Intermediate Similarity	0.7734	NPC474584
Intermediate Similarity	0.768	NPC327481
Intermediate Similarity	0.7656	NPC329011
Intermediate Similarity	0.7612	NPC71684
Intermediate Similarity	0.76	NPC67043
Intermediate Similarity	0.7591	NPC477937
Intermediate Similarity	0.7578	NPC319579
Intermediate Similarity	0.7557	NPC197470
Intermediate Similarity	0.7552	NPC89489
Intermediate Similarity	0.744	NPC164859
Intermediate Similarity	0.7432	NPC83790
Intermediate Similarity	0.7432	NPC128237
Intermediate Similarity	0.7432	NPC311658
Intermediate Similarity	0.7431	NPC132636
Intermediate Similarity	0.7415	NPC315266
Intermediate Similarity	0.7388	NPC314992
Intermediate Similarity	0.7383	NPC105717
Intermediate Similarity	0.7297	NPC471680
Intermediate Similarity	0.7279	NPC200964
Intermediate Similarity	0.7266	NPC101719
Intermediate Similarity	0.7246	NPC6975
Intermediate Similarity	0.7246	NPC35996
Intermediate Similarity	0.7239	NPC2265
Intermediate Similarity	0.7234	NPC473322
Intermediate Similarity	0.7222	NPC317725
Intermediate Similarity	0.7222	NPC326407
Intermediate Similarity	0.7222	NPC317362
Intermediate Similarity	0.7222	NPC318930
Intermediate Similarity	0.7211	NPC263493
Intermediate Similarity	0.7211	NPC269398
Intermediate Similarity	0.72	NPC12730
Intermediate Similarity	0.7194	NPC222466
Intermediate Similarity	0.719	NPC286551
Intermediate Similarity	0.7185	NPC470545
Intermediate Similarity	0.7172	NPC314835
Intermediate Similarity	0.7132	NPC470546
Intermediate Similarity	0.7123	NPC471265
Intermediate Similarity	0.7123	NPC471264
Intermediate Similarity	0.7111	NPC285926
Intermediate Similarity	0.7111	NPC14672
Intermediate Similarity	0.7111	NPC315276
Intermediate Similarity	0.7111	NPC470544
Intermediate Similarity	0.7105	NPC283783
Intermediate Similarity	0.7101	NPC202521
Intermediate Similarity	0.7097	NPC469903
Intermediate Similarity	0.7086	NPC225648
Intermediate Similarity	0.7086	NPC329761
Intermediate Similarity	0.7086	NPC145113
Intermediate Similarity	0.7081	NPC315388
Intermediate Similarity	0.7075	NPC98424
Intermediate Similarity	0.7075	NPC476133
Intermediate Similarity	0.7075	NPC470884
Intermediate Similarity	0.7075	NPC178662
Intermediate Similarity	0.7075	NPC92784
Intermediate Similarity	0.7067	NPC209509
Intermediate Similarity	0.7048	NPC153554
Intermediate Similarity	0.7047	NPC161069
Intermediate Similarity	0.704	NPC10781
Intermediate Similarity	0.704	NPC122493
Intermediate Similarity	0.704	NPC324569
Intermediate Similarity	0.704	NPC293628
Intermediate Similarity	0.7029	NPC476990
Intermediate Similarity	0.702	NPC314114
Intermediate Similarity	0.7015	NPC35850
Intermediate Similarity	0.7015	NPC276949
Intermediate Similarity	0.7014	NPC255447
Intermediate Similarity	0.7014	NPC130309
Intermediate Similarity	0.7007	NPC127741
Intermediate Similarity	0.7006	NPC323336
Intermediate Similarity	0.7006	NPC326349
Intermediate Similarity	0.7	NPC52748
Intermediate Similarity	0.7	NPC315283
Intermediate Similarity	0.7	NPC314388
Remote Similarity	0.6993	NPC2501
Remote Similarity	0.6993	NPC111428
Remote Similarity	0.6987	NPC473580
Remote Similarity	0.6985	NPC239357
Remote Similarity	0.6984	NPC322598
Remote Similarity	0.6963	NPC33742
Remote Similarity	0.6954	NPC316008
Remote Similarity	0.6954	NPC313867
Remote Similarity	0.6954	NPC5620
Remote Similarity	0.695	NPC22746
Remote Similarity	0.6944	NPC325651
Remote Similarity	0.6934	NPC169328
Remote Similarity	0.6933	NPC77905
Remote Similarity	0.6929	NPC252878
Remote Similarity	0.6918	NPC469902
Remote Similarity	0.6912	NPC101139
Remote Similarity	0.6908	NPC314358
Remote Similarity	0.6906	NPC302169
Remote Similarity	0.6903	NPC300443
Remote Similarity	0.6903	NPC162104
Remote Similarity	0.6901	NPC474847
Remote Similarity	0.6901	NPC47667
Remote Similarity	0.6899	NPC324850
Remote Similarity	0.6894	NPC63931
Remote Similarity	0.6887	NPC476978
Remote Similarity	0.6884	NPC310467
Remote Similarity	0.6879	NPC46427
Remote Similarity	0.6879	NPC474082
Remote Similarity	0.6879	NPC175726
Remote Similarity	0.6871	NPC248283
Remote Similarity	0.6871	NPC141050
Remote Similarity	0.6863	NPC138775
Remote Similarity	0.6859	NPC122590
Remote Similarity	0.6849	NPC326966
Remote Similarity	0.6839	NPC475168
Remote Similarity	0.6839	NPC7817
Remote Similarity	0.6829	NPC258627
Remote Similarity	0.6828	NPC200589
Remote Similarity	0.6821	NPC197682
Remote Similarity	0.6821	NPC139326
Remote Similarity	0.6818	NPC471821
Remote Similarity	0.6818	NPC471820
Remote Similarity	0.6813	NPC469901
Remote Similarity	0.6813	NPC469243
Remote Similarity	0.6813	NPC475544
Remote Similarity	0.6812	NPC254088
Remote Similarity	0.6809	NPC27581
Remote Similarity	0.6806	NPC319766
Remote Similarity	0.6803	NPC287401
Remote Similarity	0.68	NPC476259
Remote Similarity	0.6794	NPC476198
Remote Similarity	0.6792	NPC297145
Remote Similarity	0.6792	NPC197743
Remote Similarity	0.6783	NPC4974
Remote Similarity	0.6779	NPC68865
Remote Similarity	0.6774	NPC129666
Remote Similarity	0.6763	NPC237420
Remote Similarity	0.6755	NPC168113
Remote Similarity	0.6735	NPC246079
Remote Similarity	0.6712	NPC69496
Remote Similarity	0.6711	NPC57976
Remote Similarity	0.6711	NPC176226
Remote Similarity	0.671	NPC240848
Remote Similarity	0.6709	NPC470902
Remote Similarity	0.6705	NPC4910
Remote Similarity	0.6693	NPC25565
Remote Similarity	0.669	NPC169485
Remote Similarity	0.669	NPC291027
Remote Similarity	0.669	NPC317474
Remote Similarity	0.669	NPC213126
Remote Similarity	0.669	NPC84281
Remote Similarity	0.6689	NPC48202
Remote Similarity	0.6689	NPC163392
Remote Similarity	0.6689	NPC239762
Remote Similarity	0.6688	NPC262077
Remote Similarity	0.6687	NPC223207
Remote Similarity	0.6667	NPC473000
Remote Similarity	0.6667	NPC478015
Remote Similarity	0.6667	NPC325441
Remote Similarity	0.6667	NPC190663
Remote Similarity	0.6667	NPC478014
Remote Similarity	0.6667	NPC469904
Remote Similarity	0.6667	NPC478016
Remote Similarity	0.6646	NPC61004
Remote Similarity	0.6646	NPC471771
Remote Similarity	0.6646	NPC304074
Remote Similarity	0.6646	NPC56685
Remote Similarity	0.6646	NPC473341
Remote Similarity	0.6646	NPC290755
Remote Similarity	0.6646	NPC469898
Remote Similarity	0.6645	NPC16188
Remote Similarity	0.6645	NPC469427
Remote Similarity	0.6645	NPC469426
Remote Similarity	0.6644	NPC469666
Remote Similarity	0.6644	NPC311753
Remote Similarity	0.6641	NPC473501
Remote Similarity	0.6641	NPC475439
Remote Similarity	0.6623	NPC287358
Remote Similarity	0.6623	NPC242159
Remote Similarity	0.6623	NPC313694
Remote Similarity	0.6622	NPC246913
Remote Similarity	0.6609	NPC329731
Remote Similarity	0.6608	NPC477637
Remote Similarity	0.6605	NPC473003
Remote Similarity	0.6604	NPC473002
Remote Similarity	0.6599	NPC478147
Remote Similarity	0.6596	NPC319950
Remote Similarity	0.6585	NPC189116
Remote Similarity	0.6582	NPC233702
Remote Similarity	0.6577	NPC233910
Remote Similarity	0.6577	NPC245836
Remote Similarity	0.6573	NPC160493
Remote Similarity	0.6568	NPC469900
Remote Similarity	0.6566	NPC129486
Remote Similarity	0.6562	NPC476268
Remote Similarity	0.6549	NPC80150
Remote Similarity	0.6543	NPC62104
Remote Similarity	0.6543	NPC24617
Remote Similarity	0.6543	NPC1390
Remote Similarity	0.6538	NPC135121
Remote Similarity	0.6534	NPC122427
Remote Similarity	0.6533	NPC474473
Remote Similarity	0.6529	NPC473001

Drug Structure

NPD5299 OpenBabel08211706322D 37 38 0 0 1 0 0 0 0 0999 V2000 0.6045 1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2045 1.9456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3871 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1391 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3871 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5211 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0052 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2731 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5211 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8712 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4071 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6551 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7372 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.3090 0.9511 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6750 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8968 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0570 -2.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 -0.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7372 -0.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6032 -2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 -3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4901 2.6736 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8913 1.6555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5691 -0.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7891 -0.0878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4693 -1.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -3.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4791 2.4646 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 16 1 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 15 1 0 0 0 0 15 24 2 3 0 0 0 15 26 1 0 0 0 0 16 27 2 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 18 25 1 0 0 0 0 19 23 2 3 0 0 0 19 29 1 0 0 0 0 20 25 1 0 0 0 0 20 32 1 0 0 0 0 21 30 2 0 0 0 0 21 31 1 0 0 0 0 22 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 31 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001314
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	119212
ChEBI
CAS Number

Drug Properties

Molecular Weight	465.19
ALogP	-1.0675
MLogP	2.78
XLogP	4.017
HDA	9
HBD	5
Rotatable Bonds	18
TPSA	177.11
RO5 Violation	1