NPASS drugs

Drug Information

Drug ID:	NPD6553
Drug Name:
Molecular Formula:	C26H28N2O6S
Canonical SMILES:	COc1ccc(nc1)c1ccc(cc1)OCC1CC(OC1C)C(=NS(=O)(=O)c1ccccc1C)O
Standard InCHI:	InChI=1S/C26H28N2O6S/c1-17-6-4-5-7-25(17)35(30,31)28-26(29)24-14-20(18(2)34-24)16-33-21-10-8-19(9-11-21)23-13-12-22(32-3)15-27-23/h4-13,15,18,20,24H,14,16H2,1-3H3,(H,28,29)
Standard InCHIKey:	BGXAOTTWXYPIQN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6553

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	376
0.1-0.2	1851
0.2-0.3	9292
0.3-0.4	4359
0.4-0.5	10706
0.5-0.6	3162
0.6-0.7	1012
0.7-0.8	132
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	0.7738	NPC288349
Intermediate Similarity	0.7714	NPC79293
Intermediate Similarity	0.7714	NPC279401
Intermediate Similarity	0.7671	NPC219664
Intermediate Similarity	0.7668	NPC473822
Intermediate Similarity	0.7667	NPC133140
Intermediate Similarity	0.7667	NPC195268
Intermediate Similarity	0.7604	NPC165349
Intermediate Similarity	0.7604	NPC118832
Intermediate Similarity	0.7604	NPC47059
Intermediate Similarity	0.7604	NPC274291
Intermediate Similarity	0.7604	NPC264166
Intermediate Similarity	0.7604	NPC329708
Intermediate Similarity	0.7602	NPC203168
Intermediate Similarity	0.7598	NPC476997
Intermediate Similarity	0.7565	NPC476996
Intermediate Similarity	0.7565	NPC476998
Intermediate Similarity	0.7558	NPC475774
Intermediate Similarity	0.7535	NPC476578
Intermediate Similarity	0.7535	NPC4071
Intermediate Similarity	0.7535	NPC476582
Intermediate Similarity	0.7523	NPC202605
Intermediate Similarity	0.7523	NPC112206
Intermediate Similarity	0.7522	NPC476994
Intermediate Similarity	0.7522	NPC174049
Intermediate Similarity	0.75	NPC99891
Intermediate Similarity	0.7479	NPC472434
Intermediate Similarity	0.7477	NPC473053
Intermediate Similarity	0.7468	NPC255800
Intermediate Similarity	0.7468	NPC96584
Intermediate Similarity	0.7457	NPC201508
Intermediate Similarity	0.7455	NPC313189
Intermediate Similarity	0.7444	NPC26679
Intermediate Similarity	0.7443	NPC476581
Intermediate Similarity	0.7443	NPC16452
Intermediate Similarity	0.7443	NPC36229
Intermediate Similarity	0.7432	NPC290689
Intermediate Similarity	0.7419	NPC234197
Intermediate Similarity	0.7419	NPC477019
Intermediate Similarity	0.7411	NPC266931
Intermediate Similarity	0.7409	NPC472111
Intermediate Similarity	0.7387	NPC469589
Intermediate Similarity	0.738	NPC122463
Intermediate Similarity	0.7366	NPC53069
Intermediate Similarity	0.7366	NPC202768
Intermediate Similarity	0.7366	NPC296482
Intermediate Similarity	0.7361	NPC267928
Intermediate Similarity	0.735	NPC469554
Intermediate Similarity	0.7345	NPC470799
Intermediate Similarity	0.7345	NPC8022
Intermediate Similarity	0.7328	NPC110151
Intermediate Similarity	0.7309	NPC185782
Intermediate Similarity	0.7306	NPC472435
Intermediate Similarity	0.7306	NPC31930
Intermediate Similarity	0.7302	NPC289786
Intermediate Similarity	0.7302	NPC226202
Intermediate Similarity	0.73	NPC476995
Intermediate Similarity	0.7299	NPC62510
Intermediate Similarity	0.7297	NPC135549
Intermediate Similarity	0.7285	NPC285558
Intermediate Similarity	0.7281	NPC469594
Intermediate Similarity	0.7273	NPC66815
Intermediate Similarity	0.724	NPC245816
Intermediate Similarity	0.724	NPC476138
Intermediate Similarity	0.7234	NPC476999
Intermediate Similarity	0.7218	NPC472436
Intermediate Similarity	0.7215	NPC287437
Intermediate Similarity	0.7212	NPC96405
Intermediate Similarity	0.7212	NPC171409
Intermediate Similarity	0.7205	NPC204446
Intermediate Similarity	0.7203	NPC101543
Intermediate Similarity	0.7202	NPC224928
Intermediate Similarity	0.7186	NPC310118
Intermediate Similarity	0.7182	NPC19872
Intermediate Similarity	0.7181	NPC469592
Intermediate Similarity	0.7181	NPC471080
Intermediate Similarity	0.7181	NPC476287
Intermediate Similarity	0.7174	NPC193267
Intermediate Similarity	0.7174	NPC213530
Intermediate Similarity	0.717	NPC62069
Intermediate Similarity	0.7156	NPC251090
Intermediate Similarity	0.7143	NPC307963
Intermediate Similarity	0.7137	NPC251160
Intermediate Similarity	0.713	NPC470500
Intermediate Similarity	0.713	NPC173080
Intermediate Similarity	0.7124	NPC188420
Intermediate Similarity	0.7124	NPC11464
Intermediate Similarity	0.7119	NPC284141
Intermediate Similarity	0.7111	NPC287208
Intermediate Similarity	0.7105	NPC149471
Intermediate Similarity	0.7105	NPC271215
Intermediate Similarity	0.7101	NPC180504
Intermediate Similarity	0.7098	NPC470164
Intermediate Similarity	0.7098	NPC323345
Intermediate Similarity	0.7098	NPC471736
Intermediate Similarity	0.7095	NPC283152
Intermediate Similarity	0.7082	NPC118121
Intermediate Similarity	0.7081	NPC312872
Intermediate Similarity	0.7072	NPC232727
Intermediate Similarity	0.7069	NPC132642
Intermediate Similarity	0.7067	NPC474595
Intermediate Similarity	0.7066	NPC217554
Intermediate Similarity	0.7064	NPC200888
Intermediate Similarity	0.7061	NPC316981
Intermediate Similarity	0.7056	NPC314270
Intermediate Similarity	0.7056	NPC42591
Intermediate Similarity	0.7054	NPC11408
Intermediate Similarity	0.7054	NPC164374
Intermediate Similarity	0.7054	NPC137929
Intermediate Similarity	0.7051	NPC469390
Intermediate Similarity	0.7049	NPC470504
Intermediate Similarity	0.7048	NPC123976
Intermediate Similarity	0.7048	NPC5145
Intermediate Similarity	0.7048	NPC167860
Intermediate Similarity	0.7046	NPC469792
Intermediate Similarity	0.7042	NPC295228
Intermediate Similarity	0.7035	NPC308392
Intermediate Similarity	0.7031	NPC236668
Intermediate Similarity	0.7031	NPC162530
Intermediate Similarity	0.7028	NPC222592
Intermediate Similarity	0.7028	NPC168486
Intermediate Similarity	0.7027	NPC176538
Intermediate Similarity	0.7026	NPC148409
Intermediate Similarity	0.7024	NPC177404
Intermediate Similarity	0.7018	NPC208284
Intermediate Similarity	0.7005	NPC3715
Intermediate Similarity	0.7005	NPC76748
Intermediate Similarity	0.7004	NPC314954
Intermediate Similarity	0.7004	NPC174758
Intermediate Similarity	0.7	NPC146976
Intermediate Similarity	0.7	NPC235076
Intermediate Similarity	0.7	NPC24802
Remote Similarity	0.6996	NPC54066
Remote Similarity	0.6995	NPC470474
Remote Similarity	0.6995	NPC219963
Remote Similarity	0.6991	NPC66083
Remote Similarity	0.6983	NPC100079
Remote Similarity	0.6983	NPC23614
Remote Similarity	0.6982	NPC128823
Remote Similarity	0.6977	NPC20249
Remote Similarity	0.6972	NPC92111
Remote Similarity	0.697	NPC170114
Remote Similarity	0.696	NPC475910
Remote Similarity	0.696	NPC82548
Remote Similarity	0.6959	NPC296527
Remote Similarity	0.6959	NPC110741
Remote Similarity	0.6947	NPC304183
Remote Similarity	0.6947	NPC476106
Remote Similarity	0.6944	NPC204385
Remote Similarity	0.6941	NPC99666
Remote Similarity	0.694	NPC473513
Remote Similarity	0.6939	NPC477806
Remote Similarity	0.6939	NPC477805
Remote Similarity	0.6939	NPC477796
Remote Similarity	0.6939	NPC477795
Remote Similarity	0.6934	NPC211997
Remote Similarity	0.6933	NPC223427
Remote Similarity	0.6933	NPC469440
Remote Similarity	0.6932	NPC13603
Remote Similarity	0.693	NPC284559
Remote Similarity	0.693	NPC320394
Remote Similarity	0.6926	NPC470549
Remote Similarity	0.692	NPC470586
Remote Similarity	0.6916	NPC206201
Remote Similarity	0.6916	NPC266551
Remote Similarity	0.6916	NPC161887
Remote Similarity	0.6916	NPC118776
Remote Similarity	0.6913	NPC94157
Remote Similarity	0.691	NPC197141
Remote Similarity	0.6908	NPC118511
Remote Similarity	0.6905	NPC252590
Remote Similarity	0.6905	NPC258048
Remote Similarity	0.69	NPC470020
Remote Similarity	0.6897	NPC477110
Remote Similarity	0.6894	NPC60621
Remote Similarity	0.6892	NPC326930
Remote Similarity	0.6892	NPC475301
Remote Similarity	0.6892	NPC85879
Remote Similarity	0.6892	NPC53255
Remote Similarity	0.6891	NPC244536
Remote Similarity	0.6891	NPC473185
Remote Similarity	0.6887	NPC194724
Remote Similarity	0.6887	NPC288943
Remote Similarity	0.6887	NPC134586
Remote Similarity	0.6886	NPC470931
Remote Similarity	0.688	NPC46451
Remote Similarity	0.6878	NPC26850
Remote Similarity	0.6875	NPC329747
Remote Similarity	0.6872	NPC475841
Remote Similarity	0.6872	NPC473183
Remote Similarity	0.6872	NPC474145
Remote Similarity	0.687	NPC316224
Remote Similarity	0.6866	NPC61350
Remote Similarity	0.6864	NPC280272
Remote Similarity	0.6863	NPC328928
Remote Similarity	0.6857	NPC119134
Remote Similarity	0.6857	NPC314940
Remote Similarity	0.6857	NPC473764
Remote Similarity	0.6856	NPC174672
Remote Similarity	0.6849	NPC134079

Drug Structure

NPD6553 OpenBabel08211710072D 36 39 0 0 1 0 0 0 0 0999 V2000 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8479 -1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3200 4.9240 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -8.2930 0.5839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2749 1.9851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4840 -0.0039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4659 1.3973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7200 2.3472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9110 1.7594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7020 3.7485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8479 0.2218 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 -4.0388 -1.3660 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.1885 1.5784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0388 -0.3660 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.5704 0.4028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6155 3.3417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9975 2.1662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 3 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 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8929 3.1607 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.4245 3.9295 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7614 -0.1850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 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 0.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 32 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 17 2 0 0 0 0 7 25 2 0 0 0 0 8 10 1 0 0 0 0 8 19 2 0 0 0 0 9 11 2 0 0 0 0 9 19 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 13 2 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 0 0 0 0 15 22 2 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 16 33 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 34 1 0 0 0 0 19 23 1 0 0 0 0 21 33 1 0 0 0 0 22 32 1 0 0 0 0 23 27 2 0 0 0 0 24 26 1 0 0 0 0 24 34 1 0 0 0 0 25 35 1 0 0 0 0 26 28 2 3 0 0 0 26 29 1 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 30 35 2 0 0 0 0 31 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007684
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	73755047
ChEBI
CAS Number

Drug Properties

Molecular Weight	496.17
ALogP	-1.0661
MLogP	3.33
XLogP	5.139
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	115.69
RO5 Violation	1