NPASS drugs

Drug Information

Drug ID:	NPD5275
Drug Name:	Desogestrel
Molecular Formula:	C22H30O
Canonical SMILES:	CC[C@]12CC(=C)[C@H]3[C@H]([C@@H]1CC[C@@]2(O)C#C)CCC1=CCCC[C@H]31
Standard InCHI:	InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1
Standard InCHIKey:	RPLCPCMSCLEKRS-BPIQYHPVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5275

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	99
0.1-0.2	1197
0.2-0.3	7089
0.3-0.4	11161
0.4-0.5	4885
0.5-0.6	4123
0.6-0.7	1900
0.7-0.8	399
0.8-0.85	36
0.85-0.9	1
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
High Similarity	0.8873	NPC475728
Intermediate Similarity	0.8312	NPC477522
Intermediate Similarity	0.8312	NPC477514
Intermediate Similarity	0.8289	NPC96319
Intermediate Similarity	0.8228	NPC150506
Intermediate Similarity	0.8205	NPC1319
Intermediate Similarity	0.8182	NPC318495
Intermediate Similarity	0.8182	NPC198968
Intermediate Similarity	0.8182	NPC155986
Intermediate Similarity	0.8158	NPC22105
Intermediate Similarity	0.8158	NPC257347
Intermediate Similarity	0.8158	NPC304309
Intermediate Similarity	0.8158	NPC141071
Intermediate Similarity	0.8158	NPC285893
Intermediate Similarity	0.8158	NPC230301
Intermediate Similarity	0.8158	NPC136188
Intermediate Similarity	0.8158	NPC28657
Intermediate Similarity	0.8158	NPC162742
Intermediate Similarity	0.8158	NPC134847
Intermediate Similarity	0.8158	NPC288035
Intermediate Similarity	0.8158	NPC471723
Intermediate Similarity	0.8125	NPC193347
Intermediate Similarity	0.8125	NPC189972
Intermediate Similarity	0.8116	NPC135648
Intermediate Similarity	0.8101	NPC26117
Intermediate Similarity	0.8082	NPC160209
Intermediate Similarity	0.8052	NPC247325
Intermediate Similarity	0.8052	NPC321381
Intermediate Similarity	0.8052	NPC240604
Intermediate Similarity	0.8052	NPC321016
Intermediate Similarity	0.8052	NPC244488
Intermediate Similarity	0.8052	NPC129165
Intermediate Similarity	0.8052	NPC134330
Intermediate Similarity	0.8052	NPC107059
Intermediate Similarity	0.8052	NPC300324
Intermediate Similarity	0.8052	NPC113733
Intermediate Similarity	0.8052	NPC189883
Intermediate Similarity	0.7975	NPC328714
Intermediate Similarity	0.7949	NPC34019
Intermediate Similarity	0.7927	NPC144258
Intermediate Similarity	0.7901	NPC1272
Intermediate Similarity	0.7901	NPC470614
Intermediate Similarity	0.7895	NPC474140
Intermediate Similarity	0.7875	NPC164840
Intermediate Similarity	0.7875	NPC241290
Intermediate Similarity	0.7875	NPC209944
Intermediate Similarity	0.7857	NPC252809
Intermediate Similarity	0.7848	NPC87604
Intermediate Similarity	0.7848	NPC18603
Intermediate Similarity	0.7848	NPC474216
Intermediate Similarity	0.7848	NPC285761
Intermediate Similarity	0.7848	NPC473943
Intermediate Similarity	0.7848	NPC307965
Intermediate Similarity	0.7848	NPC76931
Intermediate Similarity	0.7838	NPC94192
Intermediate Similarity	0.7831	NPC318390
Intermediate Similarity	0.7831	NPC474349
Intermediate Similarity	0.7831	NPC474189
Intermediate Similarity	0.7821	NPC470362
Intermediate Similarity	0.7821	NPC46160
Intermediate Similarity	0.7821	NPC202642
Intermediate Similarity	0.7821	NPC237460
Intermediate Similarity	0.7808	NPC279434
Intermediate Similarity	0.7805	NPC477852
Intermediate Similarity	0.7778	NPC264245
Intermediate Similarity	0.7778	NPC6434
Intermediate Similarity	0.7778	NPC47761
Intermediate Similarity	0.775	NPC143182
Intermediate Similarity	0.775	NPC81306
Intermediate Similarity	0.775	NPC30986
Intermediate Similarity	0.775	NPC273410
Intermediate Similarity	0.775	NPC109546
Intermediate Similarity	0.775	NPC80530
Intermediate Similarity	0.775	NPC84694
Intermediate Similarity	0.775	NPC209430
Intermediate Similarity	0.775	NPC47982
Intermediate Similarity	0.775	NPC28862
Intermediate Similarity	0.775	NPC215843
Intermediate Similarity	0.7738	NPC152808
Intermediate Similarity	0.7738	NPC293287
Intermediate Similarity	0.7722	NPC214570
Intermediate Similarity	0.7714	NPC5698
Intermediate Similarity	0.7711	NPC82902
Intermediate Similarity	0.7711	NPC472480
Intermediate Similarity	0.7711	NPC209802
Intermediate Similarity	0.7711	NPC124172
Intermediate Similarity	0.7703	NPC197805
Intermediate Similarity	0.7692	NPC471468
Intermediate Similarity	0.7692	NPC118508
Intermediate Similarity	0.7692	NPC322353
Intermediate Similarity	0.7692	NPC121744
Intermediate Similarity	0.7683	NPC20853
Intermediate Similarity	0.7683	NPC49964
Intermediate Similarity	0.7683	NPC201852
Intermediate Similarity	0.7683	NPC30166
Intermediate Similarity	0.7654	NPC234193
Intermediate Similarity	0.7654	NPC236237
Intermediate Similarity	0.7654	NPC322313
Intermediate Similarity	0.7654	NPC13554
Intermediate Similarity	0.7654	NPC236112
Intermediate Similarity	0.7654	NPC102253
Intermediate Similarity	0.7639	NPC474480
Intermediate Similarity	0.7625	NPC205455
Intermediate Similarity	0.7625	NPC275910
Intermediate Similarity	0.7625	NPC85346
Intermediate Similarity	0.7625	NPC186191
Intermediate Similarity	0.7625	NPC65897
Intermediate Similarity	0.7625	NPC6978
Intermediate Similarity	0.7625	NPC138621
Intermediate Similarity	0.7625	NPC302041
Intermediate Similarity	0.7625	NPC167037
Intermediate Similarity	0.7625	NPC244385
Intermediate Similarity	0.7619	NPC474218
Intermediate Similarity	0.7606	NPC323153
Intermediate Similarity	0.7595	NPC73875
Intermediate Similarity	0.759	NPC110778
Intermediate Similarity	0.759	NPC474634
Intermediate Similarity	0.759	NPC475789
Intermediate Similarity	0.759	NPC477818
Intermediate Similarity	0.7568	NPC286669
Intermediate Similarity	0.7568	NPC222366
Intermediate Similarity	0.7568	NPC476039
Intermediate Similarity	0.7564	NPC469533
Intermediate Similarity	0.7564	NPC469593
Intermediate Similarity	0.7564	NPC469534
Intermediate Similarity	0.7564	NPC27395
Intermediate Similarity	0.7564	NPC329090
Intermediate Similarity	0.7561	NPC70927
Intermediate Similarity	0.7561	NPC147066
Intermediate Similarity	0.7561	NPC23852
Intermediate Similarity	0.7561	NPC7505
Intermediate Similarity	0.7561	NPC474759
Intermediate Similarity	0.7561	NPC474752
Intermediate Similarity	0.7561	NPC470383
Intermediate Similarity	0.7561	NPC209620
Intermediate Similarity	0.7561	NPC82986
Intermediate Similarity	0.7561	NPC474531
Intermediate Similarity	0.7561	NPC474731
Intermediate Similarity	0.7561	NPC474683
Intermediate Similarity	0.7558	NPC320665
Intermediate Similarity	0.7536	NPC179024
Intermediate Similarity	0.7536	NPC264779
Intermediate Similarity	0.7532	NPC164045
Intermediate Similarity	0.7529	NPC469994
Intermediate Similarity	0.7529	NPC24277
Intermediate Similarity	0.7529	NPC201273
Intermediate Similarity	0.75	NPC194208
Intermediate Similarity	0.75	NPC161423
Intermediate Similarity	0.75	NPC474047
Intermediate Similarity	0.75	NPC321187
Intermediate Similarity	0.75	NPC79576
Intermediate Similarity	0.75	NPC227064
Intermediate Similarity	0.75	NPC282694
Intermediate Similarity	0.75	NPC329043
Intermediate Similarity	0.75	NPC476431
Intermediate Similarity	0.75	NPC58841
Intermediate Similarity	0.75	NPC470077
Intermediate Similarity	0.75	NPC205845
Intermediate Similarity	0.7471	NPC26959
Intermediate Similarity	0.7471	NPC310010
Intermediate Similarity	0.7471	NPC2983
Intermediate Similarity	0.7471	NPC268406
Intermediate Similarity	0.7471	NPC76879
Intermediate Similarity	0.7471	NPC326627
Intermediate Similarity	0.747	NPC470049
Intermediate Similarity	0.747	NPC296701
Intermediate Similarity	0.747	NPC50964
Intermediate Similarity	0.747	NPC218616
Intermediate Similarity	0.747	NPC101462
Intermediate Similarity	0.747	NPC5985
Intermediate Similarity	0.747	NPC87489
Intermediate Similarity	0.7468	NPC328104
Intermediate Similarity	0.7468	NPC319090
Intermediate Similarity	0.7442	NPC472482
Intermediate Similarity	0.7442	NPC317590
Intermediate Similarity	0.7442	NPC472484
Intermediate Similarity	0.7442	NPC472481
Intermediate Similarity	0.7436	NPC201373
Intermediate Similarity	0.7436	NPC471799
Intermediate Similarity	0.7436	NPC472506
Intermediate Similarity	0.7436	NPC474743
Intermediate Similarity	0.7436	NPC182717
Intermediate Similarity	0.7432	NPC238352
Intermediate Similarity	0.7432	NPC27243
Intermediate Similarity	0.7432	NPC477009
Intermediate Similarity	0.7432	NPC476737
Intermediate Similarity	0.7412	NPC157257
Intermediate Similarity	0.7412	NPC274448
Intermediate Similarity	0.7407	NPC42853
Intermediate Similarity	0.7407	NPC312328
Intermediate Similarity	0.7407	NPC318136
Intermediate Similarity	0.7403	NPC145498
Intermediate Similarity	0.7397	NPC81615
Intermediate Similarity	0.7397	NPC174956
Intermediate Similarity	0.7386	NPC171441
Intermediate Similarity	0.7386	NPC320026
Intermediate Similarity	0.7381	NPC141941
Intermediate Similarity	0.7381	NPC317458
Intermediate Similarity	0.7381	NPC193870
Intermediate Similarity	0.7381	NPC207013

Drug Structure

NPD5275 OpenBabel08211706322D 24 27 0 0 1 0 0 0 0 0999 V2000 1.4135 1.2726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7226 1.6217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4003 0.0186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8423 0.4860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0542 -2.9161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0540 -1.9434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2125 -3.4027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2120 -1.4573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5283 -3.4032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6857 -2.9171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8408 -1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8411 -0.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6849 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5274 -0.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3706 -2.9166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3703 -1.9439 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6854 -1.9444 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8428 -1.4582 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5277 -1.4578 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8426 -0.4861 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8417 0.4856 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7658 0.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 3 0 0 0 0 3 15 2 0 0 0 0 4 21 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 16 2 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 16 17 1 0 0 0 0 17 9 1 1 0 0 0 17 20 1 0 0 0 0 18 11 1 1 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 6 0 0 0 20 15 1 6 0 0 0 21 22 1 1 0 0 0 22 5 1 1 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001209
DrugBank	DB00304
ChEMBL	CHEMBL1533
IUPHAR/BPS	7065
PharmaGKB	PA449238
KEGG Drug	D02367
PubChem CID	40973
ChEBI	4453
CAS Number	54024-22-5

Drug Properties

Molecular Weight	310.23
ALogP	1.7439
MLogP	3.77
XLogP	5.492
HDA	1
HBD	1
Rotatable Bonds	3
TPSA	20.23
RO5 Violation	1