NPASS drugs

Drug Information

Drug ID:	NPD4692
Drug Name:	Tibolone
Molecular Formula:	C21H28O2
Canonical SMILES:	C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@H](C)CC2=C1CCC(=O)C2
Standard InCHI:	InChI=1S/C21H28O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,17-19,23H,5-12H2,2-3H3/t13-,17-,18+,19-,20+,21+/m1/s1
Standard InCHIKey:	WZDGZWOAQTVYBX-XOINTXKNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4692

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	118
0.1-0.2	1115
0.2-0.3	6010
0.3-0.4	11436
0.4-0.5	4674
0.5-0.6	4647
0.6-0.7	2320
0.7-0.8	536
0.8-0.85	31
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	1.0	NPC150506
High Similarity	0.8765	NPC472492
High Similarity	0.8642	NPC193347
Intermediate Similarity	0.8471	NPC320665
Intermediate Similarity	0.8452	NPC472494
Intermediate Similarity	0.8452	NPC472491
Intermediate Similarity	0.8434	NPC472480
Intermediate Similarity	0.8434	NPC144258
Intermediate Similarity	0.8353	NPC472493
Intermediate Similarity	0.8293	NPC201912
Intermediate Similarity	0.8293	NPC38350
Intermediate Similarity	0.8272	NPC215843
Intermediate Similarity	0.8214	NPC82902
Intermediate Similarity	0.8193	NPC260956
Intermediate Similarity	0.814	NPC472481
Intermediate Similarity	0.814	NPC472482
Intermediate Similarity	0.814	NPC472484
Intermediate Similarity	0.8118	NPC474218
Intermediate Similarity	0.8095	NPC477852
Intermediate Similarity	0.8095	NPC83569
Intermediate Similarity	0.8095	NPC69279
Intermediate Similarity	0.8072	NPC147066
Intermediate Similarity	0.8049	NPC472490
Intermediate Similarity	0.8049	NPC477371
Intermediate Similarity	0.8046	NPC472483
Intermediate Similarity	0.8023	NPC472488
Intermediate Similarity	0.8023	NPC89077
Intermediate Similarity	0.8023	NPC469994
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	0.7978	NPC150383
Intermediate Similarity	0.7955	NPC2983
Intermediate Similarity	0.7955	NPC268406
Intermediate Similarity	0.7955	NPC326627
Intermediate Similarity	0.7955	NPC76879
Intermediate Similarity	0.7955	NPC26959
Intermediate Similarity	0.7955	NPC54689
Intermediate Similarity	0.7955	NPC310010
Intermediate Similarity	0.7931	NPC138756
Intermediate Similarity	0.7931	NPC317590
Intermediate Similarity	0.7931	NPC99909
Intermediate Similarity	0.7907	NPC474083
Intermediate Similarity	0.7907	NPC473038
Intermediate Similarity	0.7901	NPC92080
Intermediate Similarity	0.7889	NPC243866
Intermediate Similarity	0.7882	NPC477373
Intermediate Similarity	0.7882	NPC470015
Intermediate Similarity	0.7882	NPC168188
Intermediate Similarity	0.7865	NPC320026
Intermediate Similarity	0.7865	NPC171441
Intermediate Similarity	0.7865	NPC69622
Intermediate Similarity	0.7857	NPC477372
Intermediate Similarity	0.7848	NPC144627
Intermediate Similarity	0.7841	NPC44181
Intermediate Similarity	0.7841	NPC328313
Intermediate Similarity	0.7816	NPC72133
Intermediate Similarity	0.7816	NPC472479
Intermediate Similarity	0.7791	NPC85774
Intermediate Similarity	0.7791	NPC214043
Intermediate Similarity	0.7791	NPC209882
Intermediate Similarity	0.7791	NPC221758
Intermediate Similarity	0.7791	NPC237712
Intermediate Similarity	0.7791	NPC59453
Intermediate Similarity	0.7765	NPC133391
Intermediate Similarity	0.7765	NPC151519
Intermediate Similarity	0.7765	NPC320514
Intermediate Similarity	0.7753	NPC477943
Intermediate Similarity	0.7753	NPC472489
Intermediate Similarity	0.7753	NPC476733
Intermediate Similarity	0.7753	NPC215029
Intermediate Similarity	0.7738	NPC472478
Intermediate Similarity	0.7727	NPC136948
Intermediate Similarity	0.7727	NPC90652
Intermediate Similarity	0.7727	NPC136548
Intermediate Similarity	0.7711	NPC469996
Intermediate Similarity	0.7711	NPC476808
Intermediate Similarity	0.7711	NPC30321
Intermediate Similarity	0.7701	NPC123319
Intermediate Similarity	0.7701	NPC311702
Intermediate Similarity	0.7701	NPC469948
Intermediate Similarity	0.7701	NPC471224
Intermediate Similarity	0.7701	NPC29447
Intermediate Similarity	0.7701	NPC94531
Intermediate Similarity	0.7692	NPC25750
Intermediate Similarity	0.7692	NPC206810
Intermediate Similarity	0.7692	NPC66429
Intermediate Similarity	0.7692	NPC233118
Intermediate Similarity	0.7692	NPC152897
Intermediate Similarity	0.7692	NPC250575
Intermediate Similarity	0.7692	NPC472942
Intermediate Similarity	0.7667	NPC289213
Intermediate Similarity	0.7667	NPC136801
Intermediate Similarity	0.764	NPC470417
Intermediate Similarity	0.764	NPC471724
Intermediate Similarity	0.764	NPC471722
Intermediate Similarity	0.764	NPC143767
Intermediate Similarity	0.764	NPC131470
Intermediate Similarity	0.7634	NPC155676
Intermediate Similarity	0.7614	NPC55309
Intermediate Similarity	0.7614	NPC94755
Intermediate Similarity	0.7614	NPC31564
Intermediate Similarity	0.7614	NPC475022
Intermediate Similarity	0.7614	NPC51014
Intermediate Similarity	0.7614	NPC20688
Intermediate Similarity	0.7614	NPC474778
Intermediate Similarity	0.7614	NPC327115
Intermediate Similarity	0.7614	NPC118648
Intermediate Similarity	0.7614	NPC212843
Intermediate Similarity	0.7614	NPC222613
Intermediate Similarity	0.7614	NPC474733
Intermediate Similarity	0.7614	NPC474732
Intermediate Similarity	0.7614	NPC145879
Intermediate Similarity	0.7614	NPC473168
Intermediate Similarity	0.7614	NPC28252
Intermediate Similarity	0.759	NPC66105
Intermediate Similarity	0.7582	NPC204341
Intermediate Similarity	0.7582	NPC23434
Intermediate Similarity	0.7582	NPC154101
Intermediate Similarity	0.7558	NPC469325
Intermediate Similarity	0.7556	NPC275740
Intermediate Similarity	0.7556	NPC155479
Intermediate Similarity	0.7556	NPC32830
Intermediate Similarity	0.7556	NPC472475
Intermediate Similarity	0.7556	NPC472477
Intermediate Similarity	0.7556	NPC474245
Intermediate Similarity	0.7556	NPC86319
Intermediate Similarity	0.7556	NPC262043
Intermediate Similarity	0.7529	NPC108955
Intermediate Similarity	0.7529	NPC476809
Intermediate Similarity	0.7528	NPC187376
Intermediate Similarity	0.7528	NPC233836
Intermediate Similarity	0.7528	NPC312215
Intermediate Similarity	0.7528	NPC58063
Intermediate Similarity	0.7528	NPC475740
Intermediate Similarity	0.7528	NPC93778
Intermediate Similarity	0.7528	NPC96496
Intermediate Similarity	0.7528	NPC159046
Intermediate Similarity	0.7527	NPC472485
Intermediate Similarity	0.7527	NPC472932
Intermediate Similarity	0.7527	NPC263347
Intermediate Similarity	0.7527	NPC241156
Intermediate Similarity	0.75	NPC275494
Intermediate Similarity	0.75	NPC471409
Intermediate Similarity	0.75	NPC189485
Intermediate Similarity	0.75	NPC82635
Intermediate Similarity	0.7473	NPC472476
Intermediate Similarity	0.7473	NPC129913
Intermediate Similarity	0.7473	NPC183283
Intermediate Similarity	0.7473	NPC219495
Intermediate Similarity	0.7473	NPC469400
Intermediate Similarity	0.7473	NPC191684
Intermediate Similarity	0.7471	NPC278648
Intermediate Similarity	0.7471	NPC86370
Intermediate Similarity	0.7471	NPC271784
Intermediate Similarity	0.7471	NPC310470
Intermediate Similarity	0.7471	NPC476082
Intermediate Similarity	0.747	NPC309399
Intermediate Similarity	0.7447	NPC49371
Intermediate Similarity	0.7447	NPC95565
Intermediate Similarity	0.7447	NPC125622
Intermediate Similarity	0.7447	NPC42042
Intermediate Similarity	0.7444	NPC328539
Intermediate Similarity	0.7444	NPC193360
Intermediate Similarity	0.7444	NPC53911
Intermediate Similarity	0.7444	NPC242864
Intermediate Similarity	0.7444	NPC294480
Intermediate Similarity	0.7444	NPC183546
Intermediate Similarity	0.7442	NPC55869
Intermediate Similarity	0.7439	NPC470299
Intermediate Similarity	0.7436	NPC103734
Intermediate Similarity	0.7419	NPC318332
Intermediate Similarity	0.7419	NPC111015
Intermediate Similarity	0.7416	NPC155011
Intermediate Similarity	0.7412	NPC192329
Intermediate Similarity	0.7412	NPC196827
Intermediate Similarity	0.7412	NPC158846
Intermediate Similarity	0.7412	NPC474113
Intermediate Similarity	0.7412	NPC192744
Intermediate Similarity	0.7412	NPC274996
Intermediate Similarity	0.7412	NPC201459
Intermediate Similarity	0.7412	NPC231431
Intermediate Similarity	0.7407	NPC223187
Intermediate Similarity	0.7396	NPC474720
Intermediate Similarity	0.7391	NPC19114
Intermediate Similarity	0.7391	NPC107690
Intermediate Similarity	0.7391	NPC475806
Intermediate Similarity	0.7391	NPC233116
Intermediate Similarity	0.7391	NPC63748
Intermediate Similarity	0.7391	NPC262870
Intermediate Similarity	0.7386	NPC165064
Intermediate Similarity	0.7386	NPC109512
Intermediate Similarity	0.7381	NPC266193
Intermediate Similarity	0.7381	NPC257666
Intermediate Similarity	0.7381	NPC212661
Intermediate Similarity	0.7381	NPC106078
Intermediate Similarity	0.7381	NPC137547

Drug Structure

NPD4692 OpenBabel08211705262D 24 27 0 0 1 0 0 0 0 0999 V2000 -0.7208 1.6176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8108 -3.4127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8401 0.5206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0411 -1.9385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2013 -1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5210 -0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8387 -1.4550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6806 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 -0.4854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5218 -3.3945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2018 -3.3941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6814 -2.9097 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3620 -2.9092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0414 -2.9087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3617 -1.9389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5213 -1.4541 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8407 -1.4545 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6811 -1.9394 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8404 -0.4849 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 5.9097 -3.4097 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8395 0.4844 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7613 0.1846 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 3 0 0 0 0 3 20 1 0 0 0 0 4 21 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 2 1 1 0 0 0 13 19 1 0 0 0 0 14 16 2 0 0 0 0 15 22 2 0 0 0 0 16 17 1 0 0 0 0 17 7 1 6 0 0 0 17 19 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 6 0 0 0 20 21 1 0 0 0 0 21 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001488
DrugBank	DB09070
ChEMBL	CHEMBL2103774
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01639
PubChem CID	444008
ChEBI	32223
CAS Number	5630-53-5

Drug Properties

Molecular Weight	312.21
ALogP	1.4176
MLogP	3.55
XLogP	2.988
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	37.3
RO5 Violation	0