NPASS drugs

Drug Information

Drug ID:	NPD3975
Drug Name:	SDZ-PSD-958
Molecular Formula:	C20H23ClN2O
Canonical SMILES:	Clc1ccc(c(c1)C)N1CCN([C@H]2[C@H]1Cc1c(O)cccc1C2)C
Standard InCHI:	InChI=1S/C20H23ClN2O/c1-13-10-15(21)6-7-17(13)23-9-8-22(2)18-11-14-4-3-5-20(24)16(14)12-19(18)23/h3-7,10,18-19,24H,8-9,11-12H2,1-2H3/t18-,19-/m1/s1
Standard InCHIKey:	VCFAZLUWIBQVRD-RTBURBONSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3975

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	326
0.1-0.2	1707
0.2-0.3	9874
0.3-0.4	4040
0.4-0.5	11184
0.5-0.6	3163
0.6-0.7	584
0.7-0.8	12
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	0.7528	NPC477187
Intermediate Similarity	0.7432	NPC33902
Intermediate Similarity	0.7432	NPC276674
Intermediate Similarity	0.736	NPC477185
Intermediate Similarity	0.7258	NPC320088
Intermediate Similarity	0.7238	NPC285941
Intermediate Similarity	0.7128	NPC474904
Intermediate Similarity	0.7095	NPC33507
Intermediate Similarity	0.7037	NPC89769
Intermediate Similarity	0.7037	NPC259665
Intermediate Similarity	0.7037	NPC126859
Intermediate Similarity	0.7027	NPC190461
Remote Similarity	0.6984	NPC477186
Remote Similarity	0.6975	NPC124802
Remote Similarity	0.6931	NPC21425
Remote Similarity	0.6927	NPC78284
Remote Similarity	0.6927	NPC166014
Remote Similarity	0.6927	NPC27410
Remote Similarity	0.6915	NPC249405
Remote Similarity	0.6914	NPC8305
Remote Similarity	0.6914	NPC66177
Remote Similarity	0.6914	NPC268763
Remote Similarity	0.6898	NPC133306
Remote Similarity	0.6893	NPC469428
Remote Similarity	0.6872	NPC17677
Remote Similarity	0.6851	NPC1229
Remote Similarity	0.6824	NPC470925
Remote Similarity	0.6805	NPC219233
Remote Similarity	0.6805	NPC211468
Remote Similarity	0.6805	NPC170170
Remote Similarity	0.6796	NPC24954
Remote Similarity	0.6782	NPC476151
Remote Similarity	0.6772	NPC179704
Remote Similarity	0.6771	NPC312531
Remote Similarity	0.6765	NPC323123
Remote Similarity	0.6763	NPC185838
Remote Similarity	0.6758	NPC324144
Remote Similarity	0.674	NPC204867
Remote Similarity	0.6739	NPC158376
Remote Similarity	0.6739	NPC12053
Remote Similarity	0.6739	NPC145832
Remote Similarity	0.6739	NPC117188
Remote Similarity	0.6739	NPC81218
Remote Similarity	0.6739	NPC298979
Remote Similarity	0.6739	NPC306555
Remote Similarity	0.6739	NPC205421
Remote Similarity	0.6739	NPC474931
Remote Similarity	0.6725	NPC470090
Remote Similarity	0.6723	NPC81733
Remote Similarity	0.6723	NPC326316
Remote Similarity	0.6721	NPC477563
Remote Similarity	0.6721	NPC306843
Remote Similarity	0.6721	NPC253043
Remote Similarity	0.6721	NPC78222
Remote Similarity	0.6721	NPC212794
Remote Similarity	0.6721	NPC136508
Remote Similarity	0.6721	NPC13504
Remote Similarity	0.6721	NPC196447
Remote Similarity	0.6721	NPC96603
Remote Similarity	0.6705	NPC477565
Remote Similarity	0.6705	NPC103379
Remote Similarity	0.6704	NPC295691
Remote Similarity	0.6704	NPC469817
Remote Similarity	0.6704	NPC184026
Remote Similarity	0.6704	NPC5238
Remote Similarity	0.6704	NPC110416
Remote Similarity	0.6704	NPC204828
Remote Similarity	0.6704	NPC172765
Remote Similarity	0.6704	NPC189266
Remote Similarity	0.6704	NPC2413
Remote Similarity	0.6704	NPC127674
Remote Similarity	0.6704	NPC39701
Remote Similarity	0.6704	NPC193949
Remote Similarity	0.6704	NPC249797
Remote Similarity	0.6704	NPC278799
Remote Similarity	0.6704	NPC207757
Remote Similarity	0.6704	NPC276588
Remote Similarity	0.6704	NPC54379
Remote Similarity	0.6702	NPC287588
Remote Similarity	0.6686	NPC191376
Remote Similarity	0.6686	NPC321505
Remote Similarity	0.6686	NPC179825
Remote Similarity	0.6685	NPC35627
Remote Similarity	0.6685	NPC476573
Remote Similarity	0.6685	NPC81247
Remote Similarity	0.6684	NPC162653
Remote Similarity	0.6683	NPC471489
Remote Similarity	0.6649	NPC470483
Remote Similarity	0.6648	NPC135538
Remote Similarity	0.6648	NPC147390
Remote Similarity	0.6648	NPC476571
Remote Similarity	0.6648	NPC428
Remote Similarity	0.6648	NPC144691
Remote Similarity	0.6648	NPC24233
Remote Similarity	0.6648	NPC246587
Remote Similarity	0.6647	NPC149379
Remote Similarity	0.6633	NPC249040
Remote Similarity	0.6633	NPC25897
Remote Similarity	0.6613	NPC471294
Remote Similarity	0.6607	NPC184437
Remote Similarity	0.6593	NPC221864
Remote Similarity	0.6582	NPC470485
Remote Similarity	0.6578	NPC118274
Remote Similarity	0.6578	NPC168753
Remote Similarity	0.6575	NPC29647
Remote Similarity	0.6573	NPC192768
Remote Similarity	0.6573	NPC151895
Remote Similarity	0.6573	NPC97221
Remote Similarity	0.6573	NPC220858
Remote Similarity	0.6573	NPC88249
Remote Similarity	0.6566	NPC474188
Remote Similarity	0.6559	NPC112336
Remote Similarity	0.6559	NPC474814
Remote Similarity	0.6557	NPC235143
Remote Similarity	0.6557	NPC205255
Remote Similarity	0.6557	NPC119649
Remote Similarity	0.6557	NPC230956
Remote Similarity	0.6557	NPC271388
Remote Similarity	0.6548	NPC33338
Remote Similarity	0.6548	NPC302171
Remote Similarity	0.6548	NPC300020
Remote Similarity	0.6546	NPC246700
Remote Similarity	0.6543	NPC239775
Remote Similarity	0.6538	NPC79328
Remote Similarity	0.6538	NPC476572
Remote Similarity	0.6522	NPC80759
Remote Similarity	0.6522	NPC79402
Remote Similarity	0.6519	NPC99659
Remote Similarity	0.6519	NPC325871
Remote Similarity	0.6517	NPC207824
Remote Similarity	0.6517	NPC60538
Remote Similarity	0.6515	NPC472193
Remote Similarity	0.6513	NPC5630
Remote Similarity	0.6509	NPC313352
Remote Similarity	0.6508	NPC192135
Remote Similarity	0.6508	NPC66341
Remote Similarity	0.6508	NPC477020
Remote Similarity	0.6503	NPC199737
Remote Similarity	0.6503	NPC133470
Remote Similarity	0.6503	NPC191863
Remote Similarity	0.6503	NPC289776
Remote Similarity	0.6503	NPC85651
Remote Similarity	0.6502	NPC475070
Remote Similarity	0.6502	NPC133156
Remote Similarity	0.6497	NPC210437
Remote Similarity	0.6497	NPC16107
Remote Similarity	0.6497	NPC476144
Remote Similarity	0.6497	NPC302001
Remote Similarity	0.6497	NPC106295
Remote Similarity	0.6497	NPC51957
Remote Similarity	0.6492	NPC114364
Remote Similarity	0.6492	NPC320223
Remote Similarity	0.6489	NPC26240
Remote Similarity	0.6489	NPC69712
Remote Similarity	0.6489	NPC477562
Remote Similarity	0.6486	NPC472115
Remote Similarity	0.6486	NPC472114
Remote Similarity	0.6484	NPC170503
Remote Similarity	0.6484	NPC203784
Remote Similarity	0.6484	NPC126519
Remote Similarity	0.6474	NPC199465
Remote Similarity	0.6474	NPC232340
Remote Similarity	0.6474	NPC128560
Remote Similarity	0.6474	NPC314682
Remote Similarity	0.6474	NPC229166
Remote Similarity	0.6467	NPC477559
Remote Similarity	0.6467	NPC266753
Remote Similarity	0.6467	NPC306902
Remote Similarity	0.6467	NPC232924
Remote Similarity	0.6467	NPC160298
Remote Similarity	0.6464	NPC2295
Remote Similarity	0.6464	NPC477564
Remote Similarity	0.6462	NPC128751
Remote Similarity	0.6461	NPC7467
Remote Similarity	0.6458	NPC471785
Remote Similarity	0.6456	NPC476116
Remote Similarity	0.6452	NPC276944
Remote Similarity	0.6452	NPC232514
Remote Similarity	0.6452	NPC238530
Remote Similarity	0.645	NPC193906
Remote Similarity	0.645	NPC23080
Remote Similarity	0.6447	NPC79213
Remote Similarity	0.6444	NPC277669
Remote Similarity	0.6444	NPC76213
Remote Similarity	0.6437	NPC213206
Remote Similarity	0.6437	NPC188163
Remote Similarity	0.6437	NPC474915
Remote Similarity	0.6437	NPC328750
Remote Similarity	0.6436	NPC259545
Remote Similarity	0.6432	NPC70172
Remote Similarity	0.6432	NPC471178
Remote Similarity	0.6429	NPC474059
Remote Similarity	0.6429	NPC469497
Remote Similarity	0.6429	NPC106833
Remote Similarity	0.6418	NPC212163
Remote Similarity	0.6417	NPC264850
Remote Similarity	0.6417	NPC250846
Remote Similarity	0.6417	NPC13916
Remote Similarity	0.6417	NPC268503
Remote Similarity	0.6417	NPC317272

Drug Structure

NPD3975 OpenBabel08211704332D 25 28 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 2.5981 3.5000 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 0.8660 -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 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 -1.7321 0.0000 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 -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 0.5000 0.0000 C 0 0 0 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 2 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 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 14 1 0 0 0 0 5 20 2 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 17 2 0 0 0 0 8 9 1 0 0 0 0 8 22 1 0 0 0 0 9 23 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 14 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 16 2 0 0 0 0 15 21 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 11 1 1 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 12 1 6 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 24 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010918
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	342.15
ALogP	1.1019
MLogP	3.22
XLogP	4.038
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	26.71
RO5 Violation	0