NPASS drugs

Drug Information

Drug ID:	NPD5766
Drug Name:
Molecular Formula:	C23H35ClO4
Canonical SMILES:	C=CCC1(CCC1)[C@H](C/C=C/[C@H]1[C@H](O)C[C@H]([C@@H]1C/C=CCCCC(=O)O)Cl)O
Standard InCHI:	InChI=1S/C23H35ClO4/c1-2-13-23(14-8-15-23)21(26)11-7-10-18-17(19(24)16-20(18)25)9-5-3-4-6-12-22(27)28/h2-3,5,7,10,17-21,25-26H,1,4,6,8-9,11-16H2,(H,27,28)/b5-3-,10-7+/t17-,18-,19-,20-,21+/m1/s1
Standard InCHIKey:	XXTBGKDWFYXGDZ-KJCKJCAZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5766

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	124
0.1-0.2	1008
0.2-0.3	7445
0.3-0.4	10969
0.4-0.5	5963
0.5-0.6	5123
0.6-0.7	242
0.7-0.8	16
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	0.7955	NPC184461
Intermediate Similarity	0.7931	NPC475732
Intermediate Similarity	0.7865	NPC475405
Intermediate Similarity	0.7778	NPC475712
Intermediate Similarity	0.7442	NPC323249
Intermediate Similarity	0.7442	NPC27949
Intermediate Similarity	0.7442	NPC39547
Intermediate Similarity	0.7442	NPC260814
Intermediate Similarity	0.7273	NPC115418
Intermediate Similarity	0.7191	NPC88735
Intermediate Similarity	0.7191	NPC316844
Intermediate Similarity	0.7159	NPC201225
Intermediate Similarity	0.7159	NPC164308
Intermediate Similarity	0.7111	NPC7414
Intermediate Similarity	0.7011	NPC279537
Intermediate Similarity	0.7	NPC47031
Remote Similarity	0.6848	NPC472473
Remote Similarity	0.6824	NPC318766
Remote Similarity	0.6813	NPC191711
Remote Similarity	0.6737	NPC312215
Remote Similarity	0.6737	NPC316629
Remote Similarity	0.6705	NPC113639
Remote Similarity	0.6701	NPC472466
Remote Similarity	0.6701	NPC46281
Remote Similarity	0.6667	NPC247406
Remote Similarity	0.6667	NPC48866
Remote Similarity	0.6667	NPC294480
Remote Similarity	0.6633	NPC472468
Remote Similarity	0.6632	NPC212843
Remote Similarity	0.663	NPC472471
Remote Similarity	0.66	NPC472469
Remote Similarity	0.6556	NPC276769
Remote Similarity	0.6552	NPC67076
Remote Similarity	0.6552	NPC319163
Remote Similarity	0.6531	NPC123854
Remote Similarity	0.6522	NPC472470
Remote Similarity	0.6512	NPC22301
Remote Similarity	0.65	NPC472467
Remote Similarity	0.6495	NPC183546
Remote Similarity	0.6484	NPC192006
Remote Similarity	0.6465	NPC154101
Remote Similarity	0.6465	NPC45269
Remote Similarity	0.6463	NPC321838
Remote Similarity	0.6458	NPC155011
Remote Similarity	0.6444	NPC310643
Remote Similarity	0.6444	NPC472472
Remote Similarity	0.6436	NPC469599
Remote Similarity	0.6429	NPC477009
Remote Similarity	0.6429	NPC477215
Remote Similarity	0.6429	NPC476388
Remote Similarity	0.6429	NPC54689
Remote Similarity	0.6429	NPC128496
Remote Similarity	0.6429	NPC155479
Remote Similarity	0.6429	NPC238352
Remote Similarity	0.6421	NPC165064
Remote Similarity	0.6413	NPC477088
Remote Similarity	0.6408	NPC477854
Remote Similarity	0.6404	NPC55527
Remote Similarity	0.64	NPC470375
Remote Similarity	0.64	NPC470376
Remote Similarity	0.64	NPC152897
Remote Similarity	0.64	NPC206810
Remote Similarity	0.64	NPC66429
Remote Similarity	0.6395	NPC209327
Remote Similarity	0.6395	NPC273508
Remote Similarity	0.6383	NPC472465
Remote Similarity	0.6373	NPC477853
Remote Similarity	0.6373	NPC173272
Remote Similarity	0.6354	NPC329738
Remote Similarity	0.6341	NPC243532
Remote Similarity	0.6337	NPC7165
Remote Similarity	0.6327	NPC242864
Remote Similarity	0.6316	NPC477667
Remote Similarity	0.6316	NPC245866
Remote Similarity	0.6316	NPC477852
Remote Similarity	0.6311	NPC469432
Remote Similarity	0.6311	NPC57416
Remote Similarity	0.6311	NPC107243
Remote Similarity	0.6311	NPC87090
Remote Similarity	0.63	NPC23434
Remote Similarity	0.6292	NPC470237
Remote Similarity	0.6289	NPC477668
Remote Similarity	0.6279	NPC60120
Remote Similarity	0.6275	NPC222845
Remote Similarity	0.6275	NPC20546
Remote Similarity	0.6275	NPC45324
Remote Similarity	0.6275	NPC48330
Remote Similarity	0.6275	NPC263347
Remote Similarity	0.6275	NPC162001
Remote Similarity	0.6265	NPC125312
Remote Similarity	0.6265	NPC201939
Remote Similarity	0.6265	NPC174560
Remote Similarity	0.6264	NPC469646
Remote Similarity	0.6263	NPC476733
Remote Similarity	0.6263	NPC474704
Remote Similarity	0.6263	NPC475921
Remote Similarity	0.6263	NPC310236
Remote Similarity	0.6263	NPC215029
Remote Similarity	0.625	NPC82902
Remote Similarity	0.625	NPC235464
Remote Similarity	0.625	NPC166745
Remote Similarity	0.625	NPC197386
Remote Similarity	0.6238	NPC243866
Remote Similarity	0.6238	NPC109414
Remote Similarity	0.6237	NPC226226
Remote Similarity	0.6237	NPC55304
Remote Similarity	0.6224	NPC159046
Remote Similarity	0.6224	NPC474684
Remote Similarity	0.6224	NPC96496
Remote Similarity	0.6224	NPC167877
Remote Similarity	0.6224	NPC233836
Remote Similarity	0.6224	NPC187376
Remote Similarity	0.6224	NPC142361
Remote Similarity	0.6224	NPC128644
Remote Similarity	0.6224	NPC317590
Remote Similarity	0.6214	NPC155676
Remote Similarity	0.6207	NPC224532
Remote Similarity	0.62	NPC320026
Remote Similarity	0.6186	NPC476602
Remote Similarity	0.6186	NPC474218
Remote Similarity	0.6186	NPC269638
Remote Similarity	0.6173	NPC323436
Remote Similarity	0.6162	NPC193843
Remote Similarity	0.6162	NPC328313
Remote Similarity	0.6162	NPC249889
Remote Similarity	0.6154	NPC475894
Remote Similarity	0.6154	NPC108078
Remote Similarity	0.6154	NPC251435
Remote Similarity	0.6154	NPC475438
Remote Similarity	0.6146	NPC475622
Remote Similarity	0.6146	NPC62214
Remote Similarity	0.6146	NPC108045
Remote Similarity	0.6146	NPC476082
Remote Similarity	0.6146	NPC278648
Remote Similarity	0.6139	NPC26888
Remote Similarity	0.6139	NPC189520
Remote Similarity	0.6136	NPC469677
Remote Similarity	0.6136	NPC101622
Remote Similarity	0.6132	NPC477356
Remote Similarity	0.6129	NPC11796
Remote Similarity	0.6129	NPC218817
Remote Similarity	0.6122	NPC474970
Remote Similarity	0.6122	NPC475022
Remote Similarity	0.6122	NPC118648
Remote Similarity	0.6122	NPC222613
Remote Similarity	0.6122	NPC55309
Remote Similarity	0.6122	NPC28252
Remote Similarity	0.6122	NPC80590
Remote Similarity	0.6122	NPC469994
Remote Similarity	0.6122	NPC183736
Remote Similarity	0.6117	NPC476487
Remote Similarity	0.6117	NPC476488
Remote Similarity	0.6117	NPC69548
Remote Similarity	0.6117	NPC88310
Remote Similarity	0.6117	NPC184848
Remote Similarity	0.6111	NPC321017
Remote Similarity	0.6111	NPC235889
Remote Similarity	0.6105	NPC473420
Remote Similarity	0.6105	NPC136150
Remote Similarity	0.61	NPC77168
Remote Similarity	0.61	NPC102414
Remote Similarity	0.61	NPC214387
Remote Similarity	0.61	NPC84271
Remote Similarity	0.61	NPC232747
Remote Similarity	0.61	NPC76879
Remote Similarity	0.61	NPC477943
Remote Similarity	0.61	NPC2983
Remote Similarity	0.6095	NPC48647
Remote Similarity	0.6095	NPC477355
Remote Similarity	0.6095	NPC477813
Remote Similarity	0.6095	NPC186810
Remote Similarity	0.6092	NPC99619
Remote Similarity	0.6092	NPC26500
Remote Similarity	0.6087	NPC470899
Remote Similarity	0.6087	NPC469514
Remote Similarity	0.6082	NPC161423
Remote Similarity	0.6082	NPC227064
Remote Similarity	0.6082	NPC476038
Remote Similarity	0.6082	NPC59453
Remote Similarity	0.6082	NPC329043
Remote Similarity	0.6082	NPC221758
Remote Similarity	0.6082	NPC321187
Remote Similarity	0.6082	NPC58841
Remote Similarity	0.6082	NPC194937
Remote Similarity	0.6078	NPC472942
Remote Similarity	0.6078	NPC25750
Remote Similarity	0.6075	NPC195290
Remote Similarity	0.6075	NPC118405
Remote Similarity	0.6075	NPC204450
Remote Similarity	0.6071	NPC320305
Remote Similarity	0.6071	NPC328776
Remote Similarity	0.6067	NPC49422
Remote Similarity	0.6067	NPC9161
Remote Similarity	0.6067	NPC4299
Remote Similarity	0.6064	NPC82488
Remote Similarity	0.6064	NPC469690
Remote Similarity	0.6064	NPC477371
Remote Similarity	0.6064	NPC100906
Remote Similarity	0.6064	NPC274996
Remote Similarity	0.6064	NPC209995

Drug Structure

NPD5766 OpenBabel08211708292D 31 32 0 0 1 0 0 0 0 0999 V2000 -2.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9845 -0.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1924 -1.9290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0334 -0.6418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1434 -2.2380 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 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8255 0.3363 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3513 -3.2161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.0000 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 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 1.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 1.0055 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.5468 0.7976 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3776 2.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3024 -3.5251 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 4.9535 -0.1160 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.5856 3.3849 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 6.5103 -4.5033 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0455 -2.8560 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5366 3.6939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9966 -3.1650 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 3 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 8 15 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 9 1 6 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 10 1 1 0 0 0 18 20 1 0 0 0 0 19 24 1 1 0 0 0 20 25 1 6 0 0 0 21 11 1 1 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 27 2 0 0 0 0 22 28 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000070
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311228
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.22
ALogP	0.2842
MLogP	3.44
XLogP	4.592
HDA	4
HBD	3
Rotatable Bonds	16
TPSA	77.76
RO5 Violation	1