NPASS drugs

Drug Information

Drug ID:	NPD4096
Drug Name:	Dienogest
Molecular Formula:	C20H25NO2
Canonical SMILES:	N#CC[C@]1(O)CC[C@@H]2[C@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@H]21
Standard InCHI:	InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
Standard InCHIKey:	AZFLJNIPTRTECV-FUMNGEBKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4096

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	70
0.1-0.2	640
0.2-0.3	3245
0.3-0.4	12336
0.4-0.5	6834
0.5-0.6	5170
0.6-0.7	2169
0.7-0.8	413
0.8-0.85	12
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	0.8605	NPC193347
Intermediate Similarity	0.8409	NPC144258
Intermediate Similarity	0.8242	NPC320665
Intermediate Similarity	0.8132	NPC136548
Intermediate Similarity	0.809	NPC83569
Intermediate Similarity	0.809	NPC69279
Intermediate Similarity	0.8085	NPC250575
Intermediate Similarity	0.8	NPC58841
Intermediate Similarity	0.8	NPC321187
Intermediate Similarity	0.8	NPC473246
Intermediate Similarity	0.8	NPC227064
Intermediate Similarity	0.8	NPC329043
Intermediate Similarity	0.8	NPC161423
Intermediate Similarity	0.7979	NPC204341
Intermediate Similarity	0.7957	NPC326627
Intermediate Similarity	0.7957	NPC310010
Intermediate Similarity	0.7931	NPC189485
Intermediate Similarity	0.7872	NPC129913
Intermediate Similarity	0.7872	NPC69622
Intermediate Similarity	0.7865	NPC477372
Intermediate Similarity	0.7865	NPC201912
Intermediate Similarity	0.7865	NPC150506
Intermediate Similarity	0.7865	NPC38350
Intermediate Similarity	0.7865	NPC225515
Intermediate Similarity	0.7841	NPC215843
Intermediate Similarity	0.7826	NPC89077
Intermediate Similarity	0.7802	NPC214043
Intermediate Similarity	0.7802	NPC237712
Intermediate Similarity	0.7802	NPC472480
Intermediate Similarity	0.7802	NPC85774
Intermediate Similarity	0.7802	NPC82902
Intermediate Similarity	0.7789	NPC19114
Intermediate Similarity	0.7778	NPC320514
Intermediate Similarity	0.7778	NPC260956
Intermediate Similarity	0.7766	NPC477943
Intermediate Similarity	0.7742	NPC136948
Intermediate Similarity	0.7732	NPC171395
Intermediate Similarity	0.7717	NPC474218
Intermediate Similarity	0.7717	NPC469948
Intermediate Similarity	0.7717	NPC29447
Intermediate Similarity	0.7708	NPC472942
Intermediate Similarity	0.7708	NPC152897
Intermediate Similarity	0.7708	NPC66429
Intermediate Similarity	0.7708	NPC233118
Intermediate Similarity	0.7692	NPC168188
Intermediate Similarity	0.7692	NPC470015
Intermediate Similarity	0.7692	NPC477852
Intermediate Similarity	0.7692	NPC472492
Intermediate Similarity	0.7677	NPC235464
Intermediate Similarity	0.7677	NPC166745
Intermediate Similarity	0.7667	NPC147066
Intermediate Similarity	0.7667	NPC121984
Intermediate Similarity	0.766	NPC471722
Intermediate Similarity	0.766	NPC44181
Intermediate Similarity	0.7653	NPC155676
Intermediate Similarity	0.764	NPC472490
Intermediate Similarity	0.764	NPC477371
Intermediate Similarity	0.7634	NPC475022
Intermediate Similarity	0.7634	NPC72133
Intermediate Similarity	0.7634	NPC474732
Intermediate Similarity	0.7634	NPC118648
Intermediate Similarity	0.7634	NPC31564
Intermediate Similarity	0.7634	NPC222613
Intermediate Similarity	0.7634	NPC327115
Intermediate Similarity	0.7634	NPC474733
Intermediate Similarity	0.7634	NPC474778
Intermediate Similarity	0.7634	NPC469994
Intermediate Similarity	0.7634	NPC145879
Intermediate Similarity	0.7634	NPC473168
Intermediate Similarity	0.7614	NPC165711
Intermediate Similarity	0.7609	NPC477289
Intermediate Similarity	0.7586	NPC251435
Intermediate Similarity	0.7579	NPC76879
Intermediate Similarity	0.7579	NPC86319
Intermediate Similarity	0.7579	NPC262043
Intermediate Similarity	0.7579	NPC275740
Intermediate Similarity	0.7579	NPC2983
Intermediate Similarity	0.7556	NPC472478
Intermediate Similarity	0.7556	NPC476809
Intermediate Similarity	0.7556	NPC108955
Intermediate Similarity	0.7553	NPC472484
Intermediate Similarity	0.7553	NPC472482
Intermediate Similarity	0.7553	NPC472481
Intermediate Similarity	0.7553	NPC475740
Intermediate Similarity	0.7553	NPC58063
Intermediate Similarity	0.7553	NPC287079
Intermediate Similarity	0.7553	NPC317590
Intermediate Similarity	0.7553	NPC93778
Intermediate Similarity	0.7551	NPC263347
Intermediate Similarity	0.7551	NPC472932
Intermediate Similarity	0.7528	NPC469996
Intermediate Similarity	0.7528	NPC275494
Intermediate Similarity	0.7528	NPC471409
Intermediate Similarity	0.7527	NPC311702
Intermediate Similarity	0.7527	NPC474083
Intermediate Similarity	0.7527	NPC470574
Intermediate Similarity	0.7527	NPC123319
Intermediate Similarity	0.7527	NPC94531
Intermediate Similarity	0.7526	NPC134826
Intermediate Similarity	0.7525	NPC99411
Intermediate Similarity	0.75	NPC477373
Intermediate Similarity	0.75	NPC310470
Intermediate Similarity	0.75	NPC320026
Intermediate Similarity	0.75	NPC309399
Intermediate Similarity	0.75	NPC102197
Intermediate Similarity	0.75	NPC191684
Intermediate Similarity	0.75	NPC171441
Intermediate Similarity	0.7474	NPC143767
Intermediate Similarity	0.7474	NPC328313
Intermediate Similarity	0.7474	NPC72397
Intermediate Similarity	0.7474	NPC472483
Intermediate Similarity	0.7474	NPC131470
Intermediate Similarity	0.7474	NPC328539
Intermediate Similarity	0.7473	NPC55869
Intermediate Similarity	0.7449	NPC111015
Intermediate Similarity	0.7447	NPC6247
Intermediate Similarity	0.7447	NPC472494
Intermediate Similarity	0.7447	NPC472488
Intermediate Similarity	0.7447	NPC472491
Intermediate Similarity	0.7447	NPC472479
Intermediate Similarity	0.7444	NPC274996
Intermediate Similarity	0.7444	NPC27817
Intermediate Similarity	0.7444	NPC196827
Intermediate Similarity	0.7426	NPC474720
Intermediate Similarity	0.7423	NPC475806
Intermediate Similarity	0.7419	NPC59453
Intermediate Similarity	0.7419	NPC87552
Intermediate Similarity	0.7419	NPC221758
Intermediate Similarity	0.7416	NPC266193
Intermediate Similarity	0.7416	NPC257666
Intermediate Similarity	0.74	NPC18509
Intermediate Similarity	0.7396	NPC309603
Intermediate Similarity	0.7396	NPC26959
Intermediate Similarity	0.7396	NPC84271
Intermediate Similarity	0.7396	NPC268406
Intermediate Similarity	0.7396	NPC186688
Intermediate Similarity	0.7396	NPC1015
Intermediate Similarity	0.7396	NPC473999
Intermediate Similarity	0.7396	NPC31985
Intermediate Similarity	0.7396	NPC102414
Intermediate Similarity	0.7396	NPC54689
Intermediate Similarity	0.7396	NPC305039
Intermediate Similarity	0.7396	NPC77168
Intermediate Similarity	0.7391	NPC151519
Intermediate Similarity	0.7391	NPC133391
Intermediate Similarity	0.7391	NPC103486
Intermediate Similarity	0.7386	NPC77501
Intermediate Similarity	0.7374	NPC162001
Intermediate Similarity	0.7374	NPC45324
Intermediate Similarity	0.7374	NPC222845
Intermediate Similarity	0.7374	NPC259286
Intermediate Similarity	0.7368	NPC99909
Intermediate Similarity	0.7368	NPC472493
Intermediate Similarity	0.7368	NPC90652
Intermediate Similarity	0.7368	NPC141292
Intermediate Similarity	0.7363	NPC2482
Intermediate Similarity	0.7347	NPC474807
Intermediate Similarity	0.7347	NPC69454
Intermediate Similarity	0.7347	NPC243866
Intermediate Similarity	0.7347	NPC472930
Intermediate Similarity	0.734	NPC471224
Intermediate Similarity	0.734	NPC470048
Intermediate Similarity	0.734	NPC11711
Intermediate Similarity	0.734	NPC473038
Intermediate Similarity	0.734	NPC323765
Intermediate Similarity	0.7333	NPC74410
Intermediate Similarity	0.7327	NPC197386
Intermediate Similarity	0.7327	NPC186810
Intermediate Similarity	0.7327	NPC147954
Intermediate Similarity	0.7326	NPC307176
Intermediate Similarity	0.732	NPC183283
Intermediate Similarity	0.732	NPC46281
Intermediate Similarity	0.732	NPC48010
Intermediate Similarity	0.7312	NPC53733
Intermediate Similarity	0.7303	NPC470525
Intermediate Similarity	0.7303	NPC263582
Intermediate Similarity	0.7303	NPC180886
Intermediate Similarity	0.7303	NPC110725
Intermediate Similarity	0.7303	NPC92080
Intermediate Similarity	0.73	NPC249954
Intermediate Similarity	0.7292	NPC310752
Intermediate Similarity	0.7292	NPC292491
Intermediate Similarity	0.7292	NPC247406
Intermediate Similarity	0.7292	NPC472677
Intermediate Similarity	0.7292	NPC48866
Intermediate Similarity	0.7292	NPC471724
Intermediate Similarity	0.7292	NPC58532
Intermediate Similarity	0.7292	NPC470417
Intermediate Similarity	0.7283	NPC4166
Intermediate Similarity	0.7283	NPC116797
Intermediate Similarity	0.7283	NPC136150
Intermediate Similarity	0.7283	NPC473217
Intermediate Similarity	0.7283	NPC142244
Intermediate Similarity	0.7283	NPC471898
Intermediate Similarity	0.7283	NPC278459
Intermediate Similarity	0.7283	NPC6434
Intermediate Similarity	0.7282	NPC473424
Intermediate Similarity	0.7273	NPC301065
Intermediate Similarity	0.7273	NPC8993
Intermediate Similarity	0.7273	NPC473172

Drug Structure

NPD4096 OpenBabel08211704332D 24 27 0 0 1 0 0 0 0 0999 V2000 0.8413 0.5213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5254 -3.3993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0482 -1.9412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6838 -2.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2071 -1.4556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5245 -0.4851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8399 -1.4571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6829 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8401 -0.4860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9497 1.1721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2077 -3.3988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3667 -2.9133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0484 -2.9128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3664 -1.9417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5248 -1.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6835 -1.9421 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8419 -1.4566 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8416 -0.4856 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 -1.8992 1.3737 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9166 -3.4137 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8407 0.4851 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7637 0.1848 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 4 1 0 0 0 0 2 13 1 0 0 0 0 3 5 1 0 0 0 0 3 14 1 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 11 21 3 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 22 2 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 4 1 1 0 0 0 17 18 1 0 0 0 0 18 19 1 6 0 0 0 19 20 1 1 0 0 0 20 10 1 1 0 0 0 20 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001298; DNAP001702
DrugBank	DB09123
ChEMBL	CHEMBL1201864
IUPHAR/BPS	7654
PharmaGKB
KEGG Drug
PubChem CID	68861
ChEBI	70708
CAS Number	65928-58-7

Drug Properties

Molecular Weight	311.19
ALogP	0.5574
MLogP	3.33
XLogP	1.982
HDA	3
HBD	1
Rotatable Bonds	3
TPSA	61.09
RO5 Violation	0