NPASS drugs

Drug Information

Drug ID:	NPD3653
Drug Name:
Molecular Formula:	C19H28ClNO6
Canonical SMILES:	CO[C@@H]1[C@@H](CC[C@@]2([C@H]1[C@]1(C)O[C@H]1CC=C(C)C)CO2)OC(=O)N=C(CCl)O
Standard InCHI:	InChI=1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13+,15-,16-,18-,19+/m1/s1
Standard InCHIKey:	MSHZHSPISPJWHW-HUTWWKRSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3653

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	66
0.1-0.2	626
0.2-0.3	3390
0.3-0.4	12880
0.4-0.5	8982
0.5-0.6	4713
0.6-0.7	232
0.7-0.8	1
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	0.7961	NPC152480
Remote Similarity	0.6667	NPC119379
Remote Similarity	0.6667	NPC140409
Remote Similarity	0.6667	NPC11491
Remote Similarity	0.6667	NPC156248
Remote Similarity	0.6639	NPC323532
Remote Similarity	0.6635	NPC298595
Remote Similarity	0.6633	NPC93213
Remote Similarity	0.6613	NPC282003
Remote Similarity	0.6613	NPC188222
Remote Similarity	0.6613	NPC310035
Remote Similarity	0.661	NPC170294
Remote Similarity	0.6577	NPC474994
Remote Similarity	0.6577	NPC476021
Remote Similarity	0.6577	NPC236176
Remote Similarity	0.6577	NPC476040
Remote Similarity	0.6574	NPC91251
Remote Similarity	0.6571	NPC214315
Remote Similarity	0.656	NPC303006
Remote Similarity	0.6545	NPC469583
Remote Similarity	0.6542	NPC161560
Remote Similarity	0.6542	NPC128066
Remote Similarity	0.6509	NPC475087
Remote Similarity	0.65	NPC89018
Remote Similarity	0.6496	NPC181994
Remote Similarity	0.6496	NPC128210
Remote Similarity	0.6491	NPC470972
Remote Similarity	0.6486	NPC472995
Remote Similarity	0.6486	NPC472996
Remote Similarity	0.6486	NPC472997
Remote Similarity	0.6481	NPC191323
Remote Similarity	0.6476	NPC290731
Remote Similarity	0.646	NPC269713
Remote Similarity	0.646	NPC271295
Remote Similarity	0.646	NPC79303
Remote Similarity	0.6446	NPC226608
Remote Similarity	0.6446	NPC88867
Remote Similarity	0.6436	NPC52755
Remote Similarity	0.6429	NPC472998
Remote Similarity	0.6429	NPC120446
Remote Similarity	0.6423	NPC476714
Remote Similarity	0.641	NPC319438
Remote Similarity	0.641	NPC216636
Remote Similarity	0.6404	NPC472554
Remote Similarity	0.6393	NPC470466
Remote Similarity	0.6372	NPC477876
Remote Similarity	0.6372	NPC477875
Remote Similarity	0.6356	NPC70235
Remote Similarity	0.6355	NPC44538
Remote Similarity	0.6348	NPC472552
Remote Similarity	0.6341	NPC296822
Remote Similarity	0.6339	NPC103165
Remote Similarity	0.6339	NPC210717
Remote Similarity	0.6333	NPC194619
Remote Similarity	0.6333	NPC470467
Remote Similarity	0.6328	NPC470973
Remote Similarity	0.6325	NPC470980
Remote Similarity	0.6316	NPC16601
Remote Similarity	0.6316	NPC272223
Remote Similarity	0.6311	NPC474739
Remote Similarity	0.6306	NPC178949
Remote Similarity	0.6306	NPC96736
Remote Similarity	0.6306	NPC161998
Remote Similarity	0.6303	NPC322912
Remote Similarity	0.6299	NPC280498
Remote Similarity	0.6296	NPC470260
Remote Similarity	0.6296	NPC75443
Remote Similarity	0.6293	NPC215988
Remote Similarity	0.6293	NPC165608
Remote Similarity	0.6286	NPC231601
Remote Similarity	0.6283	NPC473244
Remote Similarity	0.6281	NPC470468
Remote Similarity	0.6262	NPC475684
Remote Similarity	0.6262	NPC476217
Remote Similarity	0.6262	NPC255143
Remote Similarity	0.6261	NPC98225
Remote Similarity	0.626	NPC474333
Remote Similarity	0.625	NPC473594
Remote Similarity	0.625	NPC472215
Remote Similarity	0.625	NPC473975
Remote Similarity	0.625	NPC471270
Remote Similarity	0.625	NPC472214
Remote Similarity	0.625	NPC476720
Remote Similarity	0.625	NPC473843
Remote Similarity	0.625	NPC474586
Remote Similarity	0.6239	NPC246028
Remote Similarity	0.6239	NPC291875
Remote Similarity	0.6239	NPC97103
Remote Similarity	0.6239	NPC115607
Remote Similarity	0.623	NPC477266
Remote Similarity	0.6228	NPC102426
Remote Similarity	0.6228	NPC312325
Remote Similarity	0.6228	NPC300179
Remote Similarity	0.6218	NPC94377
Remote Similarity	0.6212	NPC470185
Remote Similarity	0.6207	NPC11956
Remote Similarity	0.6204	NPC189777
Remote Similarity	0.6195	NPC221801
Remote Similarity	0.6195	NPC471903
Remote Similarity	0.6195	NPC211810
Remote Similarity	0.6195	NPC471765
Remote Similarity	0.6195	NPC57664
Remote Similarity	0.6195	NPC284194
Remote Similarity	0.619	NPC259858
Remote Similarity	0.6186	NPC471206
Remote Similarity	0.6186	NPC51719
Remote Similarity	0.6186	NPC477090
Remote Similarity	0.6182	NPC471378
Remote Similarity	0.6182	NPC312471
Remote Similarity	0.6179	NPC73314
Remote Similarity	0.6176	NPC476558
Remote Similarity	0.6174	NPC254567
Remote Similarity	0.6174	NPC38855
Remote Similarity	0.6174	NPC474571
Remote Similarity	0.6174	NPC188968
Remote Similarity	0.6174	NPC274643
Remote Similarity	0.6174	NPC475877
Remote Similarity	0.6168	NPC476725
Remote Similarity	0.6168	NPC471379
Remote Similarity	0.6168	NPC196911
Remote Similarity	0.6167	NPC299590
Remote Similarity	0.6167	NPC475586
Remote Similarity	0.6167	NPC475191
Remote Similarity	0.6161	NPC140277
Remote Similarity	0.6161	NPC476716
Remote Similarity	0.6154	NPC471266
Remote Similarity	0.6154	NPC95124
Remote Similarity	0.6154	NPC474575
Remote Similarity	0.6154	NPC23584
Remote Similarity	0.6154	NPC236707
Remote Similarity	0.6147	NPC309656
Remote Similarity	0.6147	NPC476724
Remote Similarity	0.6147	NPC476723
Remote Similarity	0.6147	NPC92370
Remote Similarity	0.614	NPC261807
Remote Similarity	0.614	NPC475033
Remote Similarity	0.614	NPC475032
Remote Similarity	0.614	NPC199099
Remote Similarity	0.614	NPC205143
Remote Similarity	0.6134	NPC471205
Remote Similarity	0.6132	NPC127917
Remote Similarity	0.6132	NPC5958
Remote Similarity	0.6126	NPC312805
Remote Similarity	0.6126	NPC114389
Remote Similarity	0.6126	NPC122057
Remote Similarity	0.6121	NPC289670
Remote Similarity	0.6121	NPC235920
Remote Similarity	0.6121	NPC96784
Remote Similarity	0.6121	NPC476132
Remote Similarity	0.6121	NPC475617
Remote Similarity	0.6117	NPC477089
Remote Similarity	0.6117	NPC68119
Remote Similarity	0.6117	NPC13823
Remote Similarity	0.6111	NPC246347
Remote Similarity	0.6106	NPC292178
Remote Similarity	0.6106	NPC86893
Remote Similarity	0.6106	NPC276110
Remote Similarity	0.6103	NPC246209
Remote Similarity	0.6102	NPC194941
Remote Similarity	0.6102	NPC473543
Remote Similarity	0.61	NPC476709
Remote Similarity	0.6098	NPC472757
Remote Similarity	0.6095	NPC118116
Remote Similarity	0.6087	NPC470067
Remote Similarity	0.6087	NPC477928
Remote Similarity	0.6087	NPC470066
Remote Similarity	0.6087	NPC470068
Remote Similarity	0.608	NPC58662
Remote Similarity	0.6078	NPC170148
Remote Similarity	0.6075	NPC102048
Remote Similarity	0.6075	NPC222634
Remote Similarity	0.6071	NPC7349
Remote Similarity	0.6068	NPC109195
Remote Similarity	0.6068	NPC283567
Remote Similarity	0.6068	NPC165578
Remote Similarity	0.6068	NPC475344
Remote Similarity	0.6068	NPC475038
Remote Similarity	0.6068	NPC476471
Remote Similarity	0.6068	NPC478176
Remote Similarity	0.6066	NPC474846
Remote Similarity	0.6066	NPC469656
Remote Similarity	0.6066	NPC469655
Remote Similarity	0.6055	NPC471377
Remote Similarity	0.6053	NPC475380
Remote Similarity	0.6053	NPC194132
Remote Similarity	0.6053	NPC129569
Remote Similarity	0.6053	NPC475304
Remote Similarity	0.6053	NPC209297
Remote Similarity	0.605	NPC470979
Remote Similarity	0.605	NPC103088
Remote Similarity	0.605	NPC477877
Remote Similarity	0.605	NPC470975
Remote Similarity	0.6048	NPC472400
Remote Similarity	0.6036	NPC209816
Remote Similarity	0.6036	NPC470832
Remote Similarity	0.6036	NPC10274
Remote Similarity	0.6034	NPC324598
Remote Similarity	0.6034	NPC476195
Remote Similarity	0.6033	NPC469370
Remote Similarity	0.6032	NPC471121

Drug Structure

NPD3653 OpenBabel08211703112D 28 30 0 0 1 0 0 0 0 0999 V2000 -2.6554 -6.1780 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9824 -5.7297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3195 -0.8824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2071 -4.5050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -3.7979 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 1.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -5.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9483 -5.4709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7588 -2.8320 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0000 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5000 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -1.8660 0.0000 C 0 0 1 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 5.5000 -5.3301 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -4.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -3.5981 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 1.5000 -3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4659 -2.1248 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -3.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 4 24 1 0 0 0 0 5 6 1 0 0 0 0 5 11 2 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 12 1 0 0 0 0 9 14 1 0 0 0 0 9 20 1 0 0 0 0 10 19 1 0 0 0 0 10 25 1 0 0 0 0 12 15 1 0 0 0 0 12 26 1 1 0 0 0 13 18 1 6 0 0 0 13 27 1 0 0 0 0 14 21 2 3 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 24 1 1 0 0 0 16 18 1 0 0 0 0 16 19 1 6 0 0 0 17 21 1 0 0 0 0 17 23 2 0 0 0 0 17 26 1 0 0 0 0 18 3 1 6 0 0 0 18 27 1 0 0 0 0 19 8 1 1 0 0 0 19 25 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001453
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	14942883
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.16
ALogP	1.0854
MLogP	2.67
XLogP	2.237
HDA	7
HBD	1
Rotatable Bonds	14
TPSA	93.18
RO5 Violation	0