NPASS drugs

Drug Information

Drug ID:	NPD5654
Drug Name:	Chlormadinone Acetate
Molecular Formula:	C23H29ClO4
Canonical SMILES:	O=C1CC[C@]2(C(=C1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(OC(=O)C)C(=O)C)C)Cl)C
Standard InCHI:	InChI=1S/C23H29ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h11-12,16-18H,5-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1
Standard InCHIKey:	QMBJSIBWORFWQT-DFXBJWIESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5654

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	165
0.1-0.2	1020
0.2-0.3	4393
0.3-0.4	11009
0.4-0.5	6212
0.5-0.6	5374
0.6-0.7	2409
0.7-0.8	307
0.8-0.85	0
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	0.8791	NPC305039
Intermediate Similarity	0.7959	NPC171395
Intermediate Similarity	0.7957	NPC323765
Intermediate Similarity	0.7872	NPC195640
Intermediate Similarity	0.7849	NPC144258
Intermediate Similarity	0.7835	NPC204341
Intermediate Similarity	0.7826	NPC327969
Intermediate Similarity	0.7826	NPC321289
Intermediate Similarity	0.7755	NPC472225
Intermediate Similarity	0.7755	NPC472226
Intermediate Similarity	0.7745	NPC99411
Intermediate Similarity	0.7742	NPC69279
Intermediate Similarity	0.7742	NPC271784
Intermediate Similarity	0.7742	NPC83569
Intermediate Similarity	0.7677	NPC56525
Intermediate Similarity	0.767	NPC271266
Intermediate Similarity	0.767	NPC308351
Intermediate Similarity	0.766	NPC320801
Intermediate Similarity	0.7634	NPC100297
Intermediate Similarity	0.7634	NPC193347
Intermediate Similarity	0.7629	NPC173042
Intermediate Similarity	0.7629	NPC310010
Intermediate Similarity	0.7629	NPC326627
Intermediate Similarity	0.7629	NPC473039
Intermediate Similarity	0.7604	NPC136948
Intermediate Similarity	0.7576	NPC66429
Intermediate Similarity	0.7576	NPC152897
Intermediate Similarity	0.7553	NPC470015
Intermediate Similarity	0.7553	NPC168188
Intermediate Similarity	0.7553	NPC469561
Intermediate Similarity	0.7551	NPC129913
Intermediate Similarity	0.7549	NPC235464
Intermediate Similarity	0.7549	NPC166745
Intermediate Similarity	0.7547	NPC44063
Intermediate Similarity	0.7527	NPC38350
Intermediate Similarity	0.7527	NPC201912
Intermediate Similarity	0.7527	NPC477372
Intermediate Similarity	0.7526	NPC28227
Intermediate Similarity	0.7525	NPC155676
Intermediate Similarity	0.75	NPC472223
Intermediate Similarity	0.75	NPC294266
Intermediate Similarity	0.75	NPC472224
Intermediate Similarity	0.7475	NPC470036
Intermediate Similarity	0.7475	NPC150383
Intermediate Similarity	0.7475	NPC174167
Intermediate Similarity	0.7473	NPC472300
Intermediate Similarity	0.7453	NPC470267
Intermediate Similarity	0.7451	NPC216904
Intermediate Similarity	0.7449	NPC112454
Intermediate Similarity	0.7449	NPC262043
Intermediate Similarity	0.7449	NPC476733
Intermediate Similarity	0.7449	NPC215029
Intermediate Similarity	0.7447	NPC260956
Intermediate Similarity	0.7447	NPC320514
Intermediate Similarity	0.7447	NPC240302
Intermediate Similarity	0.7426	NPC263347
Intermediate Similarity	0.7407	NPC304495
Intermediate Similarity	0.7407	NPC2766
Intermediate Similarity	0.74	NPC263780
Intermediate Similarity	0.74	NPC233118
Intermediate Similarity	0.7396	NPC123319
Intermediate Similarity	0.7396	NPC311702
Intermediate Similarity	0.7396	NPC470223
Intermediate Similarity	0.7396	NPC94531
Intermediate Similarity	0.7396	NPC473038
Intermediate Similarity	0.7396	NPC29447
Intermediate Similarity	0.7396	NPC474680
Intermediate Similarity	0.7391	NPC469996
Intermediate Similarity	0.7391	NPC4827
Intermediate Similarity	0.7379	NPC477813
Intermediate Similarity	0.7379	NPC112753
Intermediate Similarity	0.7379	NPC275439
Intermediate Similarity	0.7374	NPC474842
Intermediate Similarity	0.7374	NPC475965
Intermediate Similarity	0.7368	NPC477373
Intermediate Similarity	0.7368	NPC477852
Intermediate Similarity	0.7368	NPC310470
Intermediate Similarity	0.7368	NPC105803
Intermediate Similarity	0.7363	NPC899
Intermediate Similarity	0.7358	NPC235889
Intermediate Similarity	0.7353	NPC322063
Intermediate Similarity	0.7347	NPC472302
Intermediate Similarity	0.7347	NPC97884
Intermediate Similarity	0.7347	NPC472220
Intermediate Similarity	0.7347	NPC72397
Intermediate Similarity	0.734	NPC147066
Intermediate Similarity	0.734	NPC475833
Intermediate Similarity	0.734	NPC474085
Intermediate Similarity	0.734	NPC474955
Intermediate Similarity	0.7333	NPC22388
Intermediate Similarity	0.732	NPC472863
Intermediate Similarity	0.7315	NPC470269
Intermediate Similarity	0.7312	NPC192329
Intermediate Similarity	0.7312	NPC196827
Intermediate Similarity	0.7312	NPC477371
Intermediate Similarity	0.7312	NPC274996
Intermediate Similarity	0.73	NPC218301
Intermediate Similarity	0.73	NPC154101
Intermediate Similarity	0.7292	NPC109512
Intermediate Similarity	0.7292	NPC209882
Intermediate Similarity	0.7292	NPC100391
Intermediate Similarity	0.7292	NPC237712
Intermediate Similarity	0.729	NPC181265
Intermediate Similarity	0.7273	NPC43775
Intermediate Similarity	0.7273	NPC54689
Intermediate Similarity	0.7273	NPC285982
Intermediate Similarity	0.7273	NPC474570
Intermediate Similarity	0.7273	NPC207689
Intermediate Similarity	0.7263	NPC133391
Intermediate Similarity	0.7263	NPC296367
Intermediate Similarity	0.7255	NPC162001
Intermediate Similarity	0.7255	NPC777
Intermediate Similarity	0.7255	NPC469599
Intermediate Similarity	0.7255	NPC295347
Intermediate Similarity	0.7255	NPC222845
Intermediate Similarity	0.7255	NPC45324
Intermediate Similarity	0.7245	NPC181327
Intermediate Similarity	0.7245	NPC477228
Intermediate Similarity	0.7245	NPC136548
Intermediate Similarity	0.7238	NPC270155
Intermediate Similarity	0.7238	NPC475867
Intermediate Similarity	0.7238	NPC124211
Intermediate Similarity	0.7234	NPC474956
Intermediate Similarity	0.7228	NPC25750
Intermediate Similarity	0.7228	NPC109414
Intermediate Similarity	0.7228	NPC243866
Intermediate Similarity	0.7228	NPC250575
Intermediate Similarity	0.7216	NPC263997
Intermediate Similarity	0.7216	NPC132228
Intermediate Similarity	0.7216	NPC11711
Intermediate Similarity	0.7216	NPC470048
Intermediate Similarity	0.7216	NPC189311
Intermediate Similarity	0.7216	NPC8518
Intermediate Similarity	0.7216	NPC133652
Intermediate Similarity	0.7212	NPC186810
Intermediate Similarity	0.7212	NPC176845
Intermediate Similarity	0.7212	NPC471582
Intermediate Similarity	0.7212	NPC197386
Intermediate Similarity	0.7207	NPC221144
Intermediate Similarity	0.7204	NPC74410
Intermediate Similarity	0.7204	NPC23778
Intermediate Similarity	0.72	NPC212679
Intermediate Similarity	0.72	NPC469595
Intermediate Similarity	0.72	NPC175628
Intermediate Similarity	0.72	NPC148414
Intermediate Similarity	0.72	NPC46281
Intermediate Similarity	0.72	NPC220454
Intermediate Similarity	0.72	NPC111585
Intermediate Similarity	0.72	NPC123854
Intermediate Similarity	0.7196	NPC13385
Intermediate Similarity	0.7184	NPC42042
Intermediate Similarity	0.7184	NPC125622
Intermediate Similarity	0.7184	NPC111684
Intermediate Similarity	0.7184	NPC96859
Intermediate Similarity	0.7184	NPC305483
Intermediate Similarity	0.7184	NPC328162
Intermediate Similarity	0.7184	NPC58052
Intermediate Similarity	0.7174	NPC180886
Intermediate Similarity	0.7174	NPC309399
Intermediate Similarity	0.7172	NPC294480
Intermediate Similarity	0.7172	NPC320665
Intermediate Similarity	0.7172	NPC44181
Intermediate Similarity	0.7172	NPC48866
Intermediate Similarity	0.7172	NPC247406
Intermediate Similarity	0.717	NPC53222
Intermediate Similarity	0.717	NPC119601
Intermediate Similarity	0.717	NPC308726
Intermediate Similarity	0.7158	NPC55869
Intermediate Similarity	0.7158	NPC150506
Intermediate Similarity	0.7158	NPC225515
Intermediate Similarity	0.7158	NPC278459
Intermediate Similarity	0.7157	NPC473435
Intermediate Similarity	0.7157	NPC7165
Intermediate Similarity	0.7157	NPC184870
Intermediate Similarity	0.7157	NPC473280
Intermediate Similarity	0.7157	NPC471078
Intermediate Similarity	0.7157	NPC473431
Intermediate Similarity	0.7143	NPC6247
Intermediate Similarity	0.7143	NPC89077
Intermediate Similarity	0.7143	NPC474720
Intermediate Similarity	0.7143	NPC306928
Intermediate Similarity	0.7143	NPC327115
Intermediate Similarity	0.7143	NPC264127
Intermediate Similarity	0.713	NPC469874
Intermediate Similarity	0.713	NPC475571
Intermediate Similarity	0.713	NPC196528
Intermediate Similarity	0.7129	NPC473986
Intermediate Similarity	0.7129	NPC45269
Intermediate Similarity	0.7129	NPC19114
Intermediate Similarity	0.7129	NPC26888
Intermediate Similarity	0.7129	NPC474018
Intermediate Similarity	0.7117	NPC118860
Intermediate Similarity	0.7117	NPC214797
Intermediate Similarity	0.7117	NPC231589
Intermediate Similarity	0.7115	NPC43747
Intermediate Similarity	0.7115	NPC57416
Intermediate Similarity	0.7115	NPC107243
Intermediate Similarity	0.7115	NPC18509
Intermediate Similarity	0.7115	NPC18319
Intermediate Similarity	0.7115	NPC208094

Drug Structure

NPD5654 OpenBabel08211708292D 28 31 0 0 1 0 0 0 0 0999 V2000 0.9242 1.2728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4892 0.8354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3715 -0.9362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 0.5222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0562 -1.9443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5285 -0.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8412 -1.4594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2138 -1.4579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6856 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8415 -0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2144 -3.4042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6864 -2.9184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9722 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7665 0.1851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0565 -2.9174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6862 -1.9452 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5288 -1.4584 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8432 -1.4589 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3720 -2.9179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5294 -3.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3718 -1.9447 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8429 -0.4863 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 2.5297 -4.4088 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.7229 1.6224 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9684 -0.7658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9263 -3.4191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8421 0.4858 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 4 22 1 0 0 0 0 5 8 1 0 0 0 0 5 15 1 0 0 0 0 6 9 1 0 0 0 0 6 17 1 0 0 0 0 7 10 1 0 0 0 0 7 18 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 15 1 0 0 0 0 11 19 2 0 0 0 0 12 20 2 0 0 0 0 13 25 2 0 0 0 0 14 26 2 0 0 0 0 14 28 1 0 0 0 0 15 27 2 0 0 0 0 16 12 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 21 1 6 0 0 0 18 22 1 6 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 3 1 6 0 0 0 22 23 1 1 0 0 0 23 13 1 6 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	404.18
ALogP	1.4861
MLogP	3.44
XLogP	3.39
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	60.44
RO5 Violation	0