NPASS drugs

Drug Information

Drug ID:	NPD2269
Drug Name:
Molecular Formula:	C16H32O11
Canonical SMILES:	OCCOC[C@H]1O[C@H](OCCO)[C@@H]([C@H]([C@@H]1OCCO)OCCO)OCCO
Standard InCHI:	InChI=1S/C16H32O11/c17-1-6-22-11-12-13(23-7-2-18)14(24-8-3-19)15(25-9-4-20)16(27-12)26-10-5-21/h12-21H,1-11H2/t12-,13-,14+,15-,16+/m1/s1
Standard InCHIKey:	BWVCVZYWCNNQME-LJIZCISZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2269

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	543
0.1-0.2	5832
0.2-0.3	13050
0.3-0.4	7318
0.4-0.5	3137
0.5-0.6	744
0.6-0.7	152
0.7-0.8	60
0.8-0.85	21
0.85-0.9	16
0.9-0.95	17
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	0.9388	NPC326533
High Similarity	0.9057	NPC472025
High Similarity	0.902	NPC269166
High Similarity	0.902	NPC157514
High Similarity	0.902	NPC323361
High Similarity	0.902	NPC145112
High Similarity	0.902	NPC130683
High Similarity	0.902	NPC67660
High Similarity	0.902	NPC58629
High Similarity	0.902	NPC89145
High Similarity	0.902	NPC107914
High Similarity	0.902	NPC242073
High Similarity	0.902	NPC165198
High Similarity	0.902	NPC246558
High Similarity	0.9	NPC23134
High Similarity	0.9	NPC233726
High Similarity	0.9	NPC124963
High Similarity	0.8889	NPC290179
High Similarity	0.8889	NPC34877
High Similarity	0.8889	NPC317023
High Similarity	0.8868	NPC148424
High Similarity	0.8846	NPC303727
High Similarity	0.86	NPC299781
High Similarity	0.86	NPC42503
High Similarity	0.86	NPC157193
High Similarity	0.86	NPC282143
High Similarity	0.8571	NPC477763
High Similarity	0.8571	NPC477755
High Similarity	0.8571	NPC477757
High Similarity	0.8571	NPC472026
High Similarity	0.8571	NPC477762
High Similarity	0.8571	NPC477753
High Similarity	0.8571	NPC477750
Intermediate Similarity	0.8431	NPC323574
Intermediate Similarity	0.84	NPC14144
Intermediate Similarity	0.8367	NPC92246
Intermediate Similarity	0.8367	NPC285364
Intermediate Similarity	0.8367	NPC21209
Intermediate Similarity	0.8367	NPC73906
Intermediate Similarity	0.8367	NPC255377
Intermediate Similarity	0.8367	NPC199857
Intermediate Similarity	0.8367	NPC69445
Intermediate Similarity	0.8367	NPC165846
Intermediate Similarity	0.8367	NPC176017
Intermediate Similarity	0.8367	NPC289758
Intermediate Similarity	0.8364	NPC219040
Intermediate Similarity	0.82	NPC321087
Intermediate Similarity	0.82	NPC277475
Intermediate Similarity	0.8136	NPC6848
Intermediate Similarity	0.8	NPC471760
Intermediate Similarity	0.8	NPC76881
Intermediate Similarity	0.8	NPC190418
Intermediate Similarity	0.8	NPC471761
Intermediate Similarity	0.8	NPC12040
Intermediate Similarity	0.7959	NPC70756
Intermediate Similarity	0.7959	NPC320240
Intermediate Similarity	0.7895	NPC320032
Intermediate Similarity	0.7895	NPC322855
Intermediate Similarity	0.7885	NPC82512
Intermediate Similarity	0.7869	NPC477752
Intermediate Similarity	0.7869	NPC477756
Intermediate Similarity	0.7869	NPC477751
Intermediate Similarity	0.7869	NPC477764
Intermediate Similarity	0.7759	NPC143326
Intermediate Similarity	0.7755	NPC134252
Intermediate Similarity	0.7755	NPC291502
Intermediate Similarity	0.7755	NPC213159
Intermediate Similarity	0.7755	NPC317182
Intermediate Similarity	0.7755	NPC86191
Intermediate Similarity	0.7755	NPC298699
Intermediate Similarity	0.7742	NPC477759
Intermediate Similarity	0.7742	NPC477760
Intermediate Similarity	0.7742	NPC206601
Intermediate Similarity	0.7742	NPC477758
Intermediate Similarity	0.7742	NPC477761
Intermediate Similarity	0.7742	NPC477754
Intermediate Similarity	0.7705	NPC147292
Intermediate Similarity	0.7667	NPC268243
Intermediate Similarity	0.7667	NPC277570
Intermediate Similarity	0.7636	NPC317626
Intermediate Similarity	0.7636	NPC317501
Intermediate Similarity	0.7636	NPC314821
Intermediate Similarity	0.7627	NPC155457
Intermediate Similarity	0.7619	NPC250619
Intermediate Similarity	0.7619	NPC67099
Intermediate Similarity	0.7619	NPC50228
Intermediate Similarity	0.7619	NPC97736
Intermediate Similarity	0.75	NPC285003
Intermediate Similarity	0.75	NPC252918
Intermediate Similarity	0.75	NPC241265
Intermediate Similarity	0.75	NPC230789
Intermediate Similarity	0.75	NPC211428
Intermediate Similarity	0.7385	NPC52268
Intermediate Similarity	0.7385	NPC53760
Intermediate Similarity	0.7385	NPC474078
Intermediate Similarity	0.7377	NPC325773
Intermediate Similarity	0.7347	NPC266553
Intermediate Similarity	0.7273	NPC184550
Intermediate Similarity	0.7273	NPC185419
Intermediate Similarity	0.7258	NPC294813
Intermediate Similarity	0.7258	NPC13143
Intermediate Similarity	0.7258	NPC31496
Intermediate Similarity	0.7255	NPC29721
Intermediate Similarity	0.7188	NPC32148
Intermediate Similarity	0.7164	NPC206823
Intermediate Similarity	0.7164	NPC308096
Intermediate Similarity	0.7164	NPC225748
Intermediate Similarity	0.7164	NPC163812
Intermediate Similarity	0.7164	NPC169085
Intermediate Similarity	0.7164	NPC291228
Intermediate Similarity	0.7164	NPC9763
Intermediate Similarity	0.7164	NPC39266
Intermediate Similarity	0.7121	NPC471879
Intermediate Similarity	0.7059	NPC320189
Remote Similarity	0.6912	NPC55652
Remote Similarity	0.6857	NPC477350
Remote Similarity	0.6812	NPC166250
Remote Similarity	0.6812	NPC308489
Remote Similarity	0.678	NPC326557
Remote Similarity	0.6761	NPC476781
Remote Similarity	0.6761	NPC476783
Remote Similarity	0.6761	NPC110813
Remote Similarity	0.6761	NPC216883
Remote Similarity	0.6761	NPC476782
Remote Similarity	0.6667	NPC132938
Remote Similarity	0.6667	NPC477323
Remote Similarity	0.6667	NPC109887
Remote Similarity	0.6667	NPC477325
Remote Similarity	0.6667	NPC281563
Remote Similarity	0.6667	NPC477329
Remote Similarity	0.6667	NPC272841
Remote Similarity	0.6667	NPC477330
Remote Similarity	0.6667	NPC133377
Remote Similarity	0.6667	NPC477320
Remote Similarity	0.6667	NPC146380
Remote Similarity	0.6667	NPC113745
Remote Similarity	0.6667	NPC477328
Remote Similarity	0.6667	NPC329095
Remote Similarity	0.6667	NPC475425
Remote Similarity	0.6667	NPC477326
Remote Similarity	0.662	NPC279575
Remote Similarity	0.6575	NPC318258
Remote Similarity	0.6575	NPC146992
Remote Similarity	0.6575	NPC294748
Remote Similarity	0.6575	NPC477346
Remote Similarity	0.6575	NPC477344
Remote Similarity	0.6575	NPC158302
Remote Similarity	0.6575	NPC22742
Remote Similarity	0.6575	NPC85759
Remote Similarity	0.6571	NPC472174
Remote Similarity	0.6571	NPC138273
Remote Similarity	0.6571	NPC472173
Remote Similarity	0.6552	NPC103672
Remote Similarity	0.6552	NPC320043
Remote Similarity	0.6545	NPC88638
Remote Similarity	0.6528	NPC188793
Remote Similarity	0.6491	NPC329128
Remote Similarity	0.6491	NPC322158
Remote Similarity	0.6486	NPC267592
Remote Similarity	0.6486	NPC127295
Remote Similarity	0.6486	NPC471420
Remote Similarity	0.6486	NPC163362
Remote Similarity	0.6481	NPC107091
Remote Similarity	0.6481	NPC207656
Remote Similarity	0.6438	NPC316807
Remote Similarity	0.6438	NPC177343
Remote Similarity	0.6418	NPC179823
Remote Similarity	0.64	NPC477331
Remote Similarity	0.64	NPC123204
Remote Similarity	0.64	NPC476087
Remote Similarity	0.64	NPC477318
Remote Similarity	0.64	NPC472205
Remote Similarity	0.64	NPC173328
Remote Similarity	0.64	NPC269318
Remote Similarity	0.64	NPC477319
Remote Similarity	0.64	NPC119583
Remote Similarity	0.64	NPC184915
Remote Similarity	0.64	NPC297768
Remote Similarity	0.64	NPC259294
Remote Similarity	0.64	NPC290012
Remote Similarity	0.64	NPC475270
Remote Similarity	0.64	NPC183888
Remote Similarity	0.64	NPC186992
Remote Similarity	0.64	NPC143421
Remote Similarity	0.64	NPC21693
Remote Similarity	0.64	NPC472201
Remote Similarity	0.64	NPC236649
Remote Similarity	0.64	NPC307400
Remote Similarity	0.64	NPC89843
Remote Similarity	0.64	NPC472200
Remote Similarity	0.64	NPC238056
Remote Similarity	0.64	NPC224953
Remote Similarity	0.64	NPC44782
Remote Similarity	0.64	NPC169345
Remote Similarity	0.64	NPC472203
Remote Similarity	0.64	NPC477317
Remote Similarity	0.64	NPC469469
Remote Similarity	0.64	NPC126685
Remote Similarity	0.64	NPC115013
Remote Similarity	0.64	NPC475327

Drug Structure

NPD2269 OpenBabel08211701392D 32 32 0 0 1 0 0 0 0 0999 V2000 -0.0000 4.0000 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 -3.4641 -0.0000 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 -1.7321 -3.0000 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 -1.7321 3.0000 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 -2.5981 -1.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 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 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -2.5981 -0.5000 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 H 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 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 1 17 1 0 0 0 0 2 7 1 0 0 0 0 2 18 1 0 0 0 0 3 8 1 0 0 0 0 3 19 1 0 0 0 0 4 9 1 0 0 0 0 4 20 1 0 0 0 0 5 10 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 23 1 0 0 0 0 8 24 1 0 0 0 0 9 25 1 0 0 0 0 10 26 1 0 0 0 0 11 22 1 0 0 0 0 12 11 1 1 0 0 0 12 13 1 0 0 0 0 12 27 1 0 0 0 0 13 14 1 0 0 0 0 13 23 1 6 0 0 0 14 15 1 0 0 0 0 14 24 1 1 0 0 0 15 16 1 0 0 0 0 15 25 1 6 0 0 0 16 26 1 6 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 21 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000918
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16213095
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.19
ALogP	-3.1679
MLogP	2.01
XLogP	-4.363
HDA	11
HBD	5
Rotatable Bonds	21
TPSA	156.53
RO5 Violation	2