NPASS drugs

Drug Information

Drug ID:	NPD6591
Drug Name:
Molecular Formula:	C26H30N2O6
Canonical SMILES:	O[C@H](c1ccc2c(c1C)COC2=O)CN1CCN(CC1)C[C@@H](c1ccc2c(c1C)COC2=O)O
Standard InCHI:	InChI=1S/C26H30N2O6/c1-15-17(3-5-19-21(15)13-33-25(19)31)23(29)11-27-7-9-28(10-8-27)12-24(30)18-4-6-20-22(16(18)2)14-34-26(20)32/h3-6,23-24,29-30H,7-14H2,1-2H3/t23-,24-/m0/s1
Standard InCHIKey:	OCKGFTQIICXDQW-ZEQRLZLVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6591

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	116
0.1-0.2	670
0.2-0.3	1497
0.3-0.4	3909
0.4-0.5	9117
0.5-0.6	10889
0.6-0.7	4579
0.7-0.8	113
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	0.7551	NPC228739
Intermediate Similarity	0.7551	NPC285394
Intermediate Similarity	0.7534	NPC26285
Intermediate Similarity	0.75	NPC313663
Intermediate Similarity	0.7483	NPC223351
Intermediate Similarity	0.7417	NPC69496
Intermediate Similarity	0.7383	NPC474847
Intermediate Similarity	0.7368	NPC82712
Intermediate Similarity	0.7343	NPC306740
Intermediate Similarity	0.732	NPC72915
Intermediate Similarity	0.7308	NPC281104
Intermediate Similarity	0.729	NPC310662
Intermediate Similarity	0.729	NPC48929
Intermediate Similarity	0.7285	NPC169913
Intermediate Similarity	0.7273	NPC233910
Intermediate Similarity	0.7273	NPC245836
Intermediate Similarity	0.7273	NPC307651
Intermediate Similarity	0.7262	NPC476750
Intermediate Similarity	0.7251	NPC476749
Intermediate Similarity	0.7244	NPC477893
Intermediate Similarity	0.7219	NPC65310
Intermediate Similarity	0.7219	NPC79608
Intermediate Similarity	0.7219	NPC275576
Intermediate Similarity	0.7219	NPC476033
Intermediate Similarity	0.7197	NPC472374
Intermediate Similarity	0.7197	NPC472372
Intermediate Similarity	0.7171	NPC253681
Intermediate Similarity	0.717	NPC90614
Intermediate Similarity	0.717	NPC275592
Intermediate Similarity	0.717	NPC100913
Intermediate Similarity	0.7152	NPC246166
Intermediate Similarity	0.7152	NPC39549
Intermediate Similarity	0.7152	NPC295664
Intermediate Similarity	0.7143	NPC147561
Intermediate Similarity	0.7143	NPC163087
Intermediate Similarity	0.7134	NPC477896
Intermediate Similarity	0.7134	NPC471864
Intermediate Similarity	0.7125	NPC97947
Intermediate Similarity	0.7125	NPC87448
Intermediate Similarity	0.7125	NPC41481
Intermediate Similarity	0.7125	NPC118080
Intermediate Similarity	0.7125	NPC27377
Intermediate Similarity	0.7125	NPC291599
Intermediate Similarity	0.7125	NPC472576
Intermediate Similarity	0.7124	NPC51448
Intermediate Similarity	0.7124	NPC115797
Intermediate Similarity	0.7104	NPC94499
Intermediate Similarity	0.7099	NPC470152
Intermediate Similarity	0.7099	NPC475759
Intermediate Similarity	0.7099	NPC475122
Intermediate Similarity	0.7099	NPC241951
Intermediate Similarity	0.7089	NPC472545
Intermediate Similarity	0.7089	NPC472551
Intermediate Similarity	0.7076	NPC253738
Intermediate Similarity	0.707	NPC203486
Intermediate Similarity	0.7067	NPC291027
Intermediate Similarity	0.7067	NPC84281
Intermediate Similarity	0.7067	NPC213126
Intermediate Similarity	0.7067	NPC317474
Intermediate Similarity	0.7067	NPC169485
Intermediate Similarity	0.7063	NPC472547
Intermediate Similarity	0.7063	NPC171207
Intermediate Similarity	0.7063	NPC97667
Intermediate Similarity	0.7059	NPC5486
Intermediate Similarity	0.7059	NPC472706
Intermediate Similarity	0.7055	NPC472575
Intermediate Similarity	0.7055	NPC470157
Intermediate Similarity	0.7055	NPC471104
Intermediate Similarity	0.7055	NPC70403
Intermediate Similarity	0.7055	NPC472572
Intermediate Similarity	0.7055	NPC29704
Intermediate Similarity	0.7055	NPC174982
Intermediate Similarity	0.7055	NPC473088
Intermediate Similarity	0.7055	NPC470159
Intermediate Similarity	0.7055	NPC472571
Intermediate Similarity	0.7055	NPC171525
Intermediate Similarity	0.7055	NPC476473
Intermediate Similarity	0.7055	NPC472556
Intermediate Similarity	0.7055	NPC472568
Intermediate Similarity	0.7055	NPC476973
Intermediate Similarity	0.7055	NPC184817
Intermediate Similarity	0.7055	NPC469349
Intermediate Similarity	0.7055	NPC96903
Intermediate Similarity	0.7055	NPC200471
Intermediate Similarity	0.7055	NPC158663
Intermediate Similarity	0.7055	NPC177940
Intermediate Similarity	0.7052	NPC30171
Intermediate Similarity	0.7044	NPC262324
Intermediate Similarity	0.7044	NPC475373
Intermediate Similarity	0.7044	NPC243893
Intermediate Similarity	0.7042	NPC83628
Intermediate Similarity	0.7042	NPC265407
Intermediate Similarity	0.7039	NPC473562
Intermediate Similarity	0.7037	NPC477894
Intermediate Similarity	0.7037	NPC91703
Intermediate Similarity	0.7034	NPC153053
Intermediate Similarity	0.7033	NPC469437
Intermediate Similarity	0.7032	NPC27712
Intermediate Similarity	0.7027	NPC33256
Intermediate Similarity	0.7024	NPC34066
Intermediate Similarity	0.7024	NPC469422
Intermediate Similarity	0.7022	NPC309692
Intermediate Similarity	0.702	NPC472703
Intermediate Similarity	0.7019	NPC16912
Intermediate Similarity	0.7019	NPC224491
Intermediate Similarity	0.7014	NPC321852
Intermediate Similarity	0.7014	NPC79496
Intermediate Similarity	0.7014	NPC66208
Intermediate Similarity	0.7006	NPC472548
Intermediate Similarity	0.7006	NPC477905
Intermediate Similarity	0.7006	NPC247219
Intermediate Similarity	0.7005	NPC42286
Intermediate Similarity	0.7	NPC144547
Remote Similarity	0.6994	NPC474300
Remote Similarity	0.6994	NPC163719
Remote Similarity	0.6994	NPC11685
Remote Similarity	0.6994	NPC95810
Remote Similarity	0.6994	NPC188865
Remote Similarity	0.6994	NPC57628
Remote Similarity	0.6994	NPC25768
Remote Similarity	0.6994	NPC35345
Remote Similarity	0.6994	NPC70716
Remote Similarity	0.6994	NPC472573
Remote Similarity	0.6994	NPC95265
Remote Similarity	0.6994	NPC125106
Remote Similarity	0.6994	NPC472569
Remote Similarity	0.6994	NPC476974
Remote Similarity	0.6994	NPC472570
Remote Similarity	0.6993	NPC9180
Remote Similarity	0.6993	NPC100402
Remote Similarity	0.6989	NPC475427
Remote Similarity	0.6988	NPC303429
Remote Similarity	0.6988	NPC222102
Remote Similarity	0.6988	NPC469448
Remote Similarity	0.6987	NPC470278
Remote Similarity	0.6986	NPC474095
Remote Similarity	0.6982	NPC257847
Remote Similarity	0.6981	NPC309056
Remote Similarity	0.6978	NPC162694
Remote Similarity	0.6977	NPC472574
Remote Similarity	0.6974	NPC472704
Remote Similarity	0.6974	NPC307139
Remote Similarity	0.6974	NPC85511
Remote Similarity	0.6966	NPC272524
Remote Similarity	0.6966	NPC128368
Remote Similarity	0.6962	NPC329913
Remote Similarity	0.6962	NPC474608
Remote Similarity	0.6962	NPC126516
Remote Similarity	0.6959	NPC228318
Remote Similarity	0.6959	NPC45794
Remote Similarity	0.6959	NPC313299
Remote Similarity	0.6957	NPC79921
Remote Similarity	0.6957	NPC183270
Remote Similarity	0.6957	NPC477904
Remote Similarity	0.6957	NPC475400
Remote Similarity	0.6951	NPC21873
Remote Similarity	0.6948	NPC470753
Remote Similarity	0.6948	NPC51292
Remote Similarity	0.6948	NPC473220
Remote Similarity	0.6946	NPC470153
Remote Similarity	0.6946	NPC469415
Remote Similarity	0.6944	NPC210089
Remote Similarity	0.6944	NPC260818
Remote Similarity	0.6943	NPC472394
Remote Similarity	0.6941	NPC474622
Remote Similarity	0.6941	NPC474621
Remote Similarity	0.694	NPC141440
Remote Similarity	0.6939	NPC149691
Remote Similarity	0.6937	NPC183122
Remote Similarity	0.6937	NPC283375
Remote Similarity	0.6936	NPC130489
Remote Similarity	0.6936	NPC208676
Remote Similarity	0.6933	NPC232958
Remote Similarity	0.6933	NPC988
Remote Similarity	0.6933	NPC289432
Remote Similarity	0.6928	NPC266265
Remote Similarity	0.6928	NPC301556
Remote Similarity	0.6928	NPC270590
Remote Similarity	0.6928	NPC471101
Remote Similarity	0.6928	NPC476975
Remote Similarity	0.6928	NPC214239
Remote Similarity	0.6928	NPC473215
Remote Similarity	0.6928	NPC92293
Remote Similarity	0.6927	NPC329816
Remote Similarity	0.6923	NPC472549
Remote Similarity	0.6923	NPC318327
Remote Similarity	0.6919	NPC205
Remote Similarity	0.6919	NPC184195
Remote Similarity	0.6919	NPC172769
Remote Similarity	0.6919	NPC166521
Remote Similarity	0.6919	NPC124690
Remote Similarity	0.6919	NPC281470
Remote Similarity	0.6918	NPC291638
Remote Similarity	0.6918	NPC195647
Remote Similarity	0.6918	NPC66761
Remote Similarity	0.6918	NPC17877
Remote Similarity	0.6918	NPC473399
Remote Similarity	0.6918	NPC472577
Remote Similarity	0.6918	NPC473216
Remote Similarity	0.6918	NPC196673

Drug Structure

NPD6591 OpenBabel08211710072D 36 40 0 0 1 0 0 0 0 0999 V2000 10.1991 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3331 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1991 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6010 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0162 3.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1991 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3331 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0651 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0651 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4670 3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1369 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.0162 5.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4670 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3252 6.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6040 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3331 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 5 2 0 0 0 0 3 17 1 0 0 0 0 4 6 2 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 27 1 0 0 0 0 9 28 1 0 0 0 0 10 28 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 21 1 0 0 0 0 13 33 1 0 0 0 0 14 22 1 0 0 0 0 14 34 1 0 0 0 0 15 17 2 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 25 1 0 0 0 0 20 22 2 0 0 0 0 20 26 1 0 0 0 0 23 11 1 1 0 0 0 23 29 1 0 0 0 0 24 12 1 6 0 0 0 24 30 1 0 0 0 0 25 31 2 0 0 0 0 25 33 1 0 0 0 0 26 32 2 0 0 0 0 26 34 1 0 0 0 0 29 35 1 0 0 0 0 30 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015886
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59568713
ChEBI
CAS Number

Drug Properties

Molecular Weight	466.21
ALogP	0.1996
MLogP	3.44
XLogP	1.632
HDA	8
HBD	2
Rotatable Bonds	10
TPSA	99.54
RO5 Violation	0