NPASS drugs

Drug Information

Drug ID:	NPD5290
Drug Name:	tipredane
Molecular Formula:	C22H31FO2S2
Canonical SMILES:	CCS[C@]1(SC)CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
Standard InCHI:	InChI=1S/C22H31FO2S2/c1-5-27-21(26-4)11-9-16-17-7-6-14-12-15(24)8-10-19(14,2)22(17,23)18(25)13-20(16,21)3/h8,10,12,16-18,25H,5-7,9,11,13H2,1-4H3/t16-,17-,18-,19-,20-,21+,22-/m0/s1
Standard InCHIKey:	DXEXNWDGDYUITL-FXSSSKFRSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5290

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	117
0.1-0.2	896
0.2-0.3	4195
0.3-0.4	12807
0.4-0.5	5951
0.5-0.6	4715
0.6-0.7	2034
0.7-0.8	175
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	0.7849	NPC6434
Intermediate Similarity	0.7789	NPC33913
Intermediate Similarity	0.7708	NPC22133
Intermediate Similarity	0.7604	NPC472265
Intermediate Similarity	0.76	NPC272746
Intermediate Similarity	0.7526	NPC470574
Intermediate Similarity	0.7475	NPC328539
Intermediate Similarity	0.74	NPC119416
Intermediate Similarity	0.74	NPC472240
Intermediate Similarity	0.74	NPC262858
Intermediate Similarity	0.7374	NPC475740
Intermediate Similarity	0.7374	NPC475772
Intermediate Similarity	0.7374	NPC58063
Intermediate Similarity	0.7374	NPC141292
Intermediate Similarity	0.7374	NPC89747
Intermediate Similarity	0.7353	NPC475255
Intermediate Similarity	0.7327	NPC85173
Intermediate Similarity	0.7327	NPC126993
Intermediate Similarity	0.7327	NPC191684
Intermediate Similarity	0.7312	NPC189883
Intermediate Similarity	0.7312	NPC134330
Intermediate Similarity	0.7312	NPC129165
Intermediate Similarity	0.73	NPC471722
Intermediate Similarity	0.73	NPC310752
Intermediate Similarity	0.73	NPC292491
Intermediate Similarity	0.7273	NPC31564
Intermediate Similarity	0.7273	NPC474733
Intermediate Similarity	0.7273	NPC474778
Intermediate Similarity	0.7273	NPC72133
Intermediate Similarity	0.7273	NPC474732
Intermediate Similarity	0.7273	NPC145879
Intermediate Similarity	0.7263	NPC1319
Intermediate Similarity	0.7255	NPC168027
Intermediate Similarity	0.7255	NPC185936
Intermediate Similarity	0.7255	NPC475806
Intermediate Similarity	0.7245	NPC58841
Intermediate Similarity	0.7245	NPC85774
Intermediate Similarity	0.7245	NPC214043
Intermediate Similarity	0.7245	NPC161423
Intermediate Similarity	0.7245	NPC321187
Intermediate Similarity	0.7245	NPC329043
Intermediate Similarity	0.7245	NPC227064
Intermediate Similarity	0.7245	NPC478102
Intermediate Similarity	0.7238	NPC108078
Intermediate Similarity	0.7234	NPC470428
Intermediate Similarity	0.7234	NPC214570
Intermediate Similarity	0.7228	NPC275740
Intermediate Similarity	0.7228	NPC146554
Intermediate Similarity	0.7228	NPC31985
Intermediate Similarity	0.7228	NPC86319
Intermediate Similarity	0.7228	NPC1015
Intermediate Similarity	0.7228	NPC309603
Intermediate Similarity	0.7228	NPC473999
Intermediate Similarity	0.7216	NPC151519
Intermediate Similarity	0.7204	NPC141071
Intermediate Similarity	0.7204	NPC471723
Intermediate Similarity	0.7204	NPC257347
Intermediate Similarity	0.72	NPC93778
Intermediate Similarity	0.7188	NPC236112
Intermediate Similarity	0.7184	NPC109305
Intermediate Similarity	0.7184	NPC134826
Intermediate Similarity	0.7174	NPC182717
Intermediate Similarity	0.717	NPC114274
Intermediate Similarity	0.717	NPC103051
Intermediate Similarity	0.7158	NPC275910
Intermediate Similarity	0.7158	NPC476949
Intermediate Similarity	0.7158	NPC6978
Intermediate Similarity	0.7158	NPC244385
Intermediate Similarity	0.7158	NPC167037
Intermediate Similarity	0.7158	NPC285761
Intermediate Similarity	0.7158	NPC138621
Intermediate Similarity	0.7157	NPC48010
Intermediate Similarity	0.7129	NPC158778
Intermediate Similarity	0.7129	NPC143767
Intermediate Similarity	0.7129	NPC131470
Intermediate Similarity	0.7129	NPC471724
Intermediate Similarity	0.7129	NPC474677
Intermediate Similarity	0.7128	NPC46160
Intermediate Similarity	0.7128	NPC73875
Intermediate Similarity	0.7128	NPC240604
Intermediate Similarity	0.7128	NPC321016
Intermediate Similarity	0.7128	NPC300324
Intermediate Similarity	0.7128	NPC202642
Intermediate Similarity	0.7128	NPC107059
Intermediate Similarity	0.7128	NPC113733
Intermediate Similarity	0.7128	NPC96319
Intermediate Similarity	0.7128	NPC321381
Intermediate Similarity	0.7128	NPC470362
Intermediate Similarity	0.7128	NPC237460
Intermediate Similarity	0.7115	NPC196485
Intermediate Similarity	0.7115	NPC299100
Intermediate Similarity	0.7115	NPC471207
Intermediate Similarity	0.7115	NPC8993
Intermediate Similarity	0.7115	NPC111015
Intermediate Similarity	0.7115	NPC245972
Intermediate Similarity	0.7113	NPC474531
Intermediate Similarity	0.7103	NPC144956
Intermediate Similarity	0.71	NPC475022
Intermediate Similarity	0.71	NPC474970
Intermediate Similarity	0.71	NPC327115
Intermediate Similarity	0.71	NPC118648
Intermediate Similarity	0.71	NPC222613
Intermediate Similarity	0.7097	NPC91858
Intermediate Similarity	0.7097	NPC22134
Intermediate Similarity	0.7097	NPC477138
Intermediate Similarity	0.7097	NPC243342
Intermediate Similarity	0.7087	NPC74296
Intermediate Similarity	0.7087	NPC131872
Intermediate Similarity	0.7087	NPC110923
Intermediate Similarity	0.7087	NPC212948
Intermediate Similarity	0.7087	NPC473998
Intermediate Similarity	0.7083	NPC80530
Intermediate Similarity	0.7083	NPC209430
Intermediate Similarity	0.7083	NPC470429
Intermediate Similarity	0.7083	NPC30986
Intermediate Similarity	0.7083	NPC273410
Intermediate Similarity	0.7071	NPC59453
Intermediate Similarity	0.7071	NPC473246
Intermediate Similarity	0.7071	NPC221758
Intermediate Similarity	0.7071	NPC237712
Intermediate Similarity	0.7071	NPC470077
Intermediate Similarity	0.7059	NPC26959
Intermediate Similarity	0.7059	NPC186688
Intermediate Similarity	0.7059	NPC268406
Intermediate Similarity	0.7053	NPC155986
Intermediate Similarity	0.7053	NPC471798
Intermediate Similarity	0.7053	NPC318495
Intermediate Similarity	0.7053	NPC198968
Intermediate Similarity	0.7048	NPC271195
Intermediate Similarity	0.7048	NPC280725
Intermediate Similarity	0.7048	NPC259286
Intermediate Similarity	0.7048	NPC180950
Intermediate Similarity	0.7041	NPC296701
Intermediate Similarity	0.7041	NPC87489
Intermediate Similarity	0.7041	NPC470049
Intermediate Similarity	0.7041	NPC218616
Intermediate Similarity	0.7041	NPC30166
Intermediate Similarity	0.7041	NPC49964
Intermediate Similarity	0.703	NPC474684
Intermediate Similarity	0.703	NPC136548
Intermediate Similarity	0.703	NPC142361
Intermediate Similarity	0.7021	NPC121744
Intermediate Similarity	0.7021	NPC322353
Intermediate Similarity	0.7021	NPC291503
Intermediate Similarity	0.7021	NPC162742
Intermediate Similarity	0.7021	NPC28657
Intermediate Similarity	0.7021	NPC136188
Intermediate Similarity	0.7021	NPC230301
Intermediate Similarity	0.7021	NPC304309
Intermediate Similarity	0.7021	NPC118508
Intermediate Similarity	0.7021	NPC134847
Intermediate Similarity	0.7021	NPC285893
Intermediate Similarity	0.7021	NPC288035
Intermediate Similarity	0.7021	NPC22105
Intermediate Similarity	0.7019	NPC214697
Intermediate Similarity	0.7019	NPC476304
Intermediate Similarity	0.7019	NPC474736
Intermediate Similarity	0.7019	NPC69454
Intermediate Similarity	0.7019	NPC12722
Intermediate Similarity	0.7019	NPC470923
Intermediate Similarity	0.7019	NPC38232
Intermediate Similarity	0.701	NPC322313
Intermediate Similarity	0.701	NPC241290
Intermediate Similarity	0.701	NPC236237
Intermediate Similarity	0.701	NPC476809
Intermediate Similarity	0.701	NPC164840
Intermediate Similarity	0.701	NPC102253
Intermediate Similarity	0.701	NPC209944
Intermediate Similarity	0.701	NPC13554
Intermediate Similarity	0.701	NPC234193
Intermediate Similarity	0.701	NPC472478
Intermediate Similarity	0.7	NPC469948
Intermediate Similarity	0.7	NPC109528
Intermediate Similarity	0.7	NPC197823
Intermediate Similarity	0.7	NPC318390
Remote Similarity	0.699	NPC183283
Remote Similarity	0.6989	NPC471799
Remote Similarity	0.6981	NPC249954
Remote Similarity	0.6981	NPC301534
Remote Similarity	0.6981	NPC192428
Remote Similarity	0.6981	NPC250757
Remote Similarity	0.6979	NPC18603
Remote Similarity	0.6979	NPC186191
Remote Similarity	0.6979	NPC65897
Remote Similarity	0.6979	NPC307965
Remote Similarity	0.6979	NPC302041
Remote Similarity	0.6979	NPC477522
Remote Similarity	0.6979	NPC87604
Remote Similarity	0.6979	NPC473943
Remote Similarity	0.6979	NPC85346
Remote Similarity	0.6979	NPC205455
Remote Similarity	0.6979	NPC474216
Remote Similarity	0.6979	NPC76931
Remote Similarity	0.697	NPC477818
Remote Similarity	0.697	NPC79945
Remote Similarity	0.6961	NPC206060
Remote Similarity	0.6961	NPC472802
Remote Similarity	0.6961	NPC193360
Remote Similarity	0.6952	NPC474690
Remote Similarity	0.6952	NPC279410

Drug Structure

NPD5290 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -1.3202 2.0218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2660 -0.9070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8163 0.5058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9205 1.1381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6202 1.3918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4502 -3.2982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6337 -2.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8980 -1.8834 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8149 -1.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0820 -1.4123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8152 -0.4716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0825 -3.2977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6329 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2666 -2.8266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8983 -2.8261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8168 -1.4132 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6334 -1.8844 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4494 -0.4707 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2663 -1.8839 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8166 -0.4711 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4497 -1.4128 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1274 -0.4436 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.7445 -3.3142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2652 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 0.9417 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8157 0.4706 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.2649 0.9428 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 15 24 2 0 0 0 0 16 17 1 0 0 0 0 16 20 1 6 0 0 0 17 22 1 1 0 0 0 18 22 1 6 0 0 0 18 25 1 0 0 0 0 19 22 1 1 0 0 0 20 21 1 1 0 0 0 21 26 1 6 0 0 0 21 27 1 0 0 0 0 22 23 1 1 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014262
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.17
ALogP	2.1551
MLogP	3.33
XLogP	4.639
HDA	2
HBD	1
Rotatable Bonds	9
TPSA	87.9
RO5 Violation	0