NPASS drugs

Drug Information

Drug ID:	NPD4518
Drug Name:	Gestrinone
Molecular Formula:	C21H24O2
Canonical SMILES:	CC[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@]2(O)C#C
Standard InCHI:	InChI=1S/C21H24O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,9,11,13,18-19,23H,3,5-8,10,12H2,1H3/t18-,19+,20+,21+/m1/s1
Standard InCHIKey:	BJJXHLWLUDYTGC-ANULTFPQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4518

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	123
0.1-0.2	842
0.2-0.3	3553
0.3-0.4	11361
0.4-0.5	7217
0.5-0.6	5292
0.6-0.7	2136
0.7-0.8	358
0.8-0.85	7
0.85-0.9	0
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	NPC320665
Intermediate Similarity	0.8471	NPC150506
Intermediate Similarity	0.8372	NPC193347
Intermediate Similarity	0.8182	NPC144258
Intermediate Similarity	0.8111	NPC136548
Intermediate Similarity	0.8111	NPC287079
Intermediate Similarity	0.8065	NPC250575
Intermediate Similarity	0.8046	NPC225515
Intermediate Similarity	0.7957	NPC204341
Intermediate Similarity	0.7935	NPC268406
Intermediate Similarity	0.7935	NPC26959
Intermediate Similarity	0.7865	NPC83569
Intermediate Similarity	0.7865	NPC69279
Intermediate Similarity	0.7865	NPC477852
Intermediate Similarity	0.7849	NPC129913
Intermediate Similarity	0.7849	NPC69622
Intermediate Similarity	0.7831	NPC181204
Intermediate Similarity	0.7802	NPC118648
Intermediate Similarity	0.7802	NPC222613
Intermediate Similarity	0.7802	NPC475022
Intermediate Similarity	0.7778	NPC321187
Intermediate Similarity	0.7778	NPC58841
Intermediate Similarity	0.7778	NPC473246
Intermediate Similarity	0.7778	NPC472480
Intermediate Similarity	0.7778	NPC329043
Intermediate Similarity	0.7778	NPC161423
Intermediate Similarity	0.7778	NPC227064
Intermediate Similarity	0.7766	NPC19114
Intermediate Similarity	0.7765	NPC251435
Intermediate Similarity	0.7753	NPC260956
Intermediate Similarity	0.7742	NPC310010
Intermediate Similarity	0.7742	NPC326627
Intermediate Similarity	0.7732	NPC161147
Intermediate Similarity	0.7717	NPC58063
Intermediate Similarity	0.7708	NPC171395
Intermediate Similarity	0.7701	NPC189485
Intermediate Similarity	0.7692	NPC469948
Intermediate Similarity	0.7692	NPC29447
Intermediate Similarity	0.7684	NPC472942
Intermediate Similarity	0.7684	NPC134826
Intermediate Similarity	0.7667	NPC472492
Intermediate Similarity	0.7667	NPC470015
Intermediate Similarity	0.7667	NPC168188
Intermediate Similarity	0.7653	NPC235464
Intermediate Similarity	0.7653	NPC166745
Intermediate Similarity	0.764	NPC38350
Intermediate Similarity	0.764	NPC121984
Intermediate Similarity	0.764	NPC477372
Intermediate Similarity	0.764	NPC201912
Intermediate Similarity	0.7634	NPC471722
Intermediate Similarity	0.7614	NPC215843
Intermediate Similarity	0.7609	NPC474732
Intermediate Similarity	0.7609	NPC474733
Intermediate Similarity	0.7609	NPC31564
Intermediate Similarity	0.7609	NPC474778
Intermediate Similarity	0.7609	NPC145879
Intermediate Similarity	0.7609	NPC89077
Intermediate Similarity	0.7582	NPC237712
Intermediate Similarity	0.7582	NPC214043
Intermediate Similarity	0.7582	NPC82902
Intermediate Similarity	0.7582	NPC85774
Intermediate Similarity	0.7558	NPC77501
Intermediate Similarity	0.7556	NPC320514
Intermediate Similarity	0.7553	NPC2983
Intermediate Similarity	0.7553	NPC76879
Intermediate Similarity	0.7553	NPC477943
Intermediate Similarity	0.7553	NPC262043
Intermediate Similarity	0.7528	NPC108955
Intermediate Similarity	0.7528	NPC476809
Intermediate Similarity	0.7527	NPC93778
Intermediate Similarity	0.7527	NPC472482
Intermediate Similarity	0.7527	NPC475740
Intermediate Similarity	0.7527	NPC136948
Intermediate Similarity	0.7527	NPC472484
Intermediate Similarity	0.7527	NPC472481
Intermediate Similarity	0.7526	NPC472932
Intermediate Similarity	0.75	NPC123319
Intermediate Similarity	0.75	NPC99411
Intermediate Similarity	0.75	NPC474218
Intermediate Similarity	0.75	NPC66429
Intermediate Similarity	0.75	NPC94531
Intermediate Similarity	0.75	NPC275494
Intermediate Similarity	0.75	NPC152897
Intermediate Similarity	0.75	NPC311702
Intermediate Similarity	0.75	NPC233118
Intermediate Similarity	0.75	NPC471409
Intermediate Similarity	0.7474	NPC46281
Intermediate Similarity	0.7474	NPC320026
Intermediate Similarity	0.7473	NPC310470
Intermediate Similarity	0.7471	NPC470525
Intermediate Similarity	0.7449	NPC155676
Intermediate Similarity	0.7447	NPC472483
Intermediate Similarity	0.7447	NPC58532
Intermediate Similarity	0.7447	NPC472677
Intermediate Similarity	0.7447	NPC44181
Intermediate Similarity	0.7447	NPC328313
Intermediate Similarity	0.7444	NPC55869
Intermediate Similarity	0.7444	NPC136150
Intermediate Similarity	0.7444	NPC147066
Intermediate Similarity	0.7419	NPC472491
Intermediate Similarity	0.7419	NPC472494
Intermediate Similarity	0.7419	NPC327115
Intermediate Similarity	0.7419	NPC473168
Intermediate Similarity	0.7419	NPC472479
Intermediate Similarity	0.7419	NPC72133
Intermediate Similarity	0.7419	NPC469994
Intermediate Similarity	0.7419	NPC6247
Intermediate Similarity	0.7419	NPC472488
Intermediate Similarity	0.7416	NPC472490
Intermediate Similarity	0.7416	NPC27817
Intermediate Similarity	0.7416	NPC196827
Intermediate Similarity	0.7416	NPC477371
Intermediate Similarity	0.7416	NPC274996
Intermediate Similarity	0.7412	NPC144627
Intermediate Similarity	0.7396	NPC475806
Intermediate Similarity	0.7391	NPC59453
Intermediate Similarity	0.7391	NPC221758
Intermediate Similarity	0.7386	NPC165711
Intermediate Similarity	0.7368	NPC186688
Intermediate Similarity	0.7368	NPC31985
Intermediate Similarity	0.7368	NPC1015
Intermediate Similarity	0.7368	NPC275740
Intermediate Similarity	0.7368	NPC474918
Intermediate Similarity	0.7368	NPC86319
Intermediate Similarity	0.7363	NPC151519
Intermediate Similarity	0.7353	NPC111323
Intermediate Similarity	0.7347	NPC263347
Intermediate Similarity	0.7347	NPC259286
Intermediate Similarity	0.7347	NPC127063
Intermediate Similarity	0.734	NPC472493
Intermediate Similarity	0.734	NPC141292
Intermediate Similarity	0.734	NPC317590
Intermediate Similarity	0.7333	NPC472478
Intermediate Similarity	0.7333	NPC2482
Intermediate Similarity	0.7326	NPC300940
Intermediate Similarity	0.732	NPC474807
Intermediate Similarity	0.732	NPC474736
Intermediate Similarity	0.7312	NPC470574
Intermediate Similarity	0.7312	NPC36350
Intermediate Similarity	0.7312	NPC474083
Intermediate Similarity	0.7312	NPC33663
Intermediate Similarity	0.7303	NPC74410
Intermediate Similarity	0.7303	NPC469996
Intermediate Similarity	0.73	NPC197386
Intermediate Similarity	0.7292	NPC191684
Intermediate Similarity	0.7292	NPC171441
Intermediate Similarity	0.7292	NPC48010
Intermediate Similarity	0.7283	NPC102197
Intermediate Similarity	0.7283	NPC476082
Intermediate Similarity	0.7283	NPC278648
Intermediate Similarity	0.7283	NPC49019
Intermediate Similarity	0.7283	NPC477373
Intermediate Similarity	0.7273	NPC249954
Intermediate Similarity	0.7273	NPC110725
Intermediate Similarity	0.7273	NPC92080
Intermediate Similarity	0.7273	NPC309399
Intermediate Similarity	0.7263	NPC48866
Intermediate Similarity	0.7263	NPC247406
Intermediate Similarity	0.7263	NPC292491
Intermediate Similarity	0.7263	NPC310752
Intermediate Similarity	0.7263	NPC328539
Intermediate Similarity	0.7263	NPC72397
Intermediate Similarity	0.7263	NPC143767
Intermediate Similarity	0.7263	NPC131470
Intermediate Similarity	0.7255	NPC87351
Intermediate Similarity	0.7255	NPC473424
Intermediate Similarity	0.7253	NPC6434
Intermediate Similarity	0.7253	NPC470298
Intermediate Similarity	0.7245	NPC473172
Intermediate Similarity	0.7245	NPC8993
Intermediate Similarity	0.7245	NPC111015
Intermediate Similarity	0.7241	NPC301065
Intermediate Similarity	0.7241	NPC55527
Intermediate Similarity	0.7234	NPC183736
Intermediate Similarity	0.7234	NPC472974
Intermediate Similarity	0.7234	NPC20688
Intermediate Similarity	0.7234	NPC51014
Intermediate Similarity	0.7228	NPC474720
Intermediate Similarity	0.7228	NPC144956
Intermediate Similarity	0.7222	NPC474113
Intermediate Similarity	0.7216	NPC272746
Intermediate Similarity	0.7216	NPC45269
Intermediate Similarity	0.7209	NPC469737
Intermediate Similarity	0.7204	NPC33913
Intermediate Similarity	0.7204	NPC87552
Intermediate Similarity	0.7204	NPC472265
Intermediate Similarity	0.72	NPC18509
Intermediate Similarity	0.7191	NPC257666
Intermediate Similarity	0.7191	NPC276769
Intermediate Similarity	0.7191	NPC266193
Intermediate Similarity	0.7188	NPC473999
Intermediate Similarity	0.7188	NPC305039
Intermediate Similarity	0.7188	NPC474245
Intermediate Similarity	0.7188	NPC309603
Intermediate Similarity	0.7188	NPC118011
Intermediate Similarity	0.7188	NPC36668
Intermediate Similarity	0.7188	NPC102414
Intermediate Similarity	0.7188	NPC472475
Intermediate Similarity	0.7188	NPC65615
Intermediate Similarity	0.7188	NPC123912

Drug Structure

NPD4518 OpenBabel08211705262D 24 27 0 0 1 0 0 0 0 0999 V2000 1.7309 -0.8814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7228 -1.6221 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8426 -0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 -0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 3.4046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0546 1.9452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6853 2.9182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2125 1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8414 1.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8414 0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2126 3.4046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 2.9181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0546 2.9181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3705 1.9452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5279 1.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6853 1.9452 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8426 1.4588 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8426 0.4865 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 5.9227 3.4190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8417 -0.4859 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7661 -0.1856 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 3 0 0 0 0 3 20 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 22 2 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 18 7 1 6 0 0 0 18 19 1 0 0 0 0 19 20 1 1 0 0 0 20 21 1 6 0 0 0 21 4 1 6 0 0 0 21 23 1 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001528
DrugBank	DB11619
ChEMBL	CHEMBL1868702
IUPHAR/BPS
PharmaGKB
KEGG Drug	D04317
PubChem CID	27812
ChEBI	89642
CAS Number	16320-04-0

Drug Properties

Molecular Weight	308.18
ALogP	1.2607
MLogP	3.55
XLogP	2.615
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	37.3
RO5 Violation	0