NPASS drugs

Drug Information

Drug ID:	NPD5133
Drug Name:
Molecular Formula:	C22H27ClO3
Canonical SMILES:	O=C1C=C2C(=CC3C(C2([C@@H]2[C@H]1C2)C)CCC1(C3CC[C@]1(O)C(=O)C)C)Cl
Standard InCHI:	InChI=1S/C22H27ClO3/c1-11(24)22(26)7-5-14-12-9-18(23)17-10-19(25)13-8-16(13)21(17,3)15(12)4-6-20(14,22)2/h9-10,12-16,26H,4-8H2,1-3H3/t12?,13-,14?,15?,16+,20?,21?,22+/m1/s1
Standard InCHIKey:	DUSHUSLJJMDGTE-LXMMIWJPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5133

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	128
0.1-0.2	982
0.2-0.3	4424
0.3-0.4	11807
0.4-0.5	6135
0.5-0.6	5021
0.6-0.7	2034
0.7-0.8	353
0.8-0.85	5
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	0.8636	NPC144258
Intermediate Similarity	0.8409	NPC193347
Intermediate Similarity	0.8172	NPC326627
Intermediate Similarity	0.8172	NPC310010
Intermediate Similarity	0.8085	NPC129913
Intermediate Similarity	0.8022	NPC237712
Intermediate Similarity	0.7957	NPC136548
Intermediate Similarity	0.7917	NPC233118
Intermediate Similarity	0.7917	NPC250575
Intermediate Similarity	0.7912	NPC69279
Intermediate Similarity	0.7912	NPC83569
Intermediate Similarity	0.7889	NPC150506
Intermediate Similarity	0.7889	NPC225515
Intermediate Similarity	0.7872	NPC320665
Intermediate Similarity	0.7849	NPC327115
Intermediate Similarity	0.7849	NPC89077
Intermediate Similarity	0.7826	NPC161423
Intermediate Similarity	0.7826	NPC58841
Intermediate Similarity	0.7826	NPC329043
Intermediate Similarity	0.7826	NPC473246
Intermediate Similarity	0.7826	NPC472480
Intermediate Similarity	0.7826	NPC321187
Intermediate Similarity	0.7826	NPC227064
Intermediate Similarity	0.7812	NPC204341
Intermediate Similarity	0.7789	NPC76879
Intermediate Similarity	0.7778	NPC108955
Intermediate Similarity	0.7753	NPC189485
Intermediate Similarity	0.7727	NPC92080
Intermediate Similarity	0.7717	NPC472492
Intermediate Similarity	0.7708	NPC69622
Intermediate Similarity	0.7692	NPC201912
Intermediate Similarity	0.7692	NPC477372
Intermediate Similarity	0.7692	NPC38350
Intermediate Similarity	0.7692	NPC55869
Intermediate Similarity	0.7684	NPC44181
Intermediate Similarity	0.7667	NPC27817
Intermediate Similarity	0.7667	NPC215843
Intermediate Similarity	0.7634	NPC82902
Intermediate Similarity	0.7634	NPC85774
Intermediate Similarity	0.7634	NPC214043
Intermediate Similarity	0.7629	NPC19114
Intermediate Similarity	0.7624	NPC474720
Intermediate Similarity	0.7609	NPC260956
Intermediate Similarity	0.7609	NPC320514
Intermediate Similarity	0.7604	NPC477943
Intermediate Similarity	0.7604	NPC65615
Intermediate Similarity	0.7604	NPC68148
Intermediate Similarity	0.7604	NPC305039
Intermediate Similarity	0.76	NPC18509
Intermediate Similarity	0.7579	NPC472482
Intermediate Similarity	0.7579	NPC472481
Intermediate Similarity	0.7579	NPC472484
Intermediate Similarity	0.7579	NPC136948
Intermediate Similarity	0.7576	NPC171395
Intermediate Similarity	0.7556	NPC476808
Intermediate Similarity	0.7556	NPC30321
Intermediate Similarity	0.7553	NPC474218
Intermediate Similarity	0.7553	NPC15838
Intermediate Similarity	0.7553	NPC469948
Intermediate Similarity	0.7553	NPC29447
Intermediate Similarity	0.7553	NPC132629
Intermediate Similarity	0.7551	NPC12722
Intermediate Similarity	0.7551	NPC66429
Intermediate Similarity	0.7551	NPC472942
Intermediate Similarity	0.7551	NPC152897
Intermediate Similarity	0.7527	NPC53733
Intermediate Similarity	0.7527	NPC470015
Intermediate Similarity	0.7527	NPC168188
Intermediate Similarity	0.7527	NPC477852
Intermediate Similarity	0.7525	NPC166745
Intermediate Similarity	0.7525	NPC235464
Intermediate Similarity	0.7525	NPC147954
Intermediate Similarity	0.75	NPC147066
Intermediate Similarity	0.75	NPC471722
Intermediate Similarity	0.75	NPC155676
Intermediate Similarity	0.75	NPC472483
Intermediate Similarity	0.75	NPC121984
Intermediate Similarity	0.7474	NPC472488
Intermediate Similarity	0.7474	NPC118648
Intermediate Similarity	0.7474	NPC472491
Intermediate Similarity	0.7474	NPC51014
Intermediate Similarity	0.7474	NPC31564
Intermediate Similarity	0.7474	NPC472494
Intermediate Similarity	0.7474	NPC473168
Intermediate Similarity	0.7474	NPC20688
Intermediate Similarity	0.7474	NPC472479
Intermediate Similarity	0.7474	NPC474778
Intermediate Similarity	0.7474	NPC474732
Intermediate Similarity	0.7474	NPC474733
Intermediate Similarity	0.7474	NPC222613
Intermediate Similarity	0.7474	NPC145879
Intermediate Similarity	0.7474	NPC469994
Intermediate Similarity	0.7474	NPC475022
Intermediate Similarity	0.7474	NPC72133
Intermediate Similarity	0.7473	NPC477371
Intermediate Similarity	0.7473	NPC472490
Intermediate Similarity	0.7451	NPC144956
Intermediate Similarity	0.7449	NPC168027
Intermediate Similarity	0.7449	NPC185936
Intermediate Similarity	0.7423	NPC86319
Intermediate Similarity	0.7423	NPC474918
Intermediate Similarity	0.7423	NPC474245
Intermediate Similarity	0.7423	NPC2983
Intermediate Similarity	0.7423	NPC262043
Intermediate Similarity	0.7423	NPC275740
Intermediate Similarity	0.7423	NPC112454
Intermediate Similarity	0.7419	NPC103486
Intermediate Similarity	0.7407	NPC207689
Intermediate Similarity	0.7404	NPC111323
Intermediate Similarity	0.74	NPC472932
Intermediate Similarity	0.74	NPC263347
Intermediate Similarity	0.7396	NPC58063
Intermediate Similarity	0.7396	NPC475740
Intermediate Similarity	0.7396	NPC99909
Intermediate Similarity	0.7396	NPC472493
Intermediate Similarity	0.7396	NPC93778
Intermediate Similarity	0.7396	NPC317590
Intermediate Similarity	0.7391	NPC476809
Intermediate Similarity	0.7391	NPC472478
Intermediate Similarity	0.7379	NPC99411
Intermediate Similarity	0.7374	NPC134826
Intermediate Similarity	0.7368	NPC474083
Intermediate Similarity	0.7368	NPC8518
Intermediate Similarity	0.7368	NPC33663
Intermediate Similarity	0.7368	NPC263997
Intermediate Similarity	0.7368	NPC473038
Intermediate Similarity	0.7368	NPC94531
Intermediate Similarity	0.7368	NPC132228
Intermediate Similarity	0.7368	NPC123319
Intermediate Similarity	0.7368	NPC311702
Intermediate Similarity	0.7363	NPC275494
Intermediate Similarity	0.7363	NPC469996
Intermediate Similarity	0.7363	NPC471409
Intermediate Similarity	0.7347	NPC320026
Intermediate Similarity	0.7347	NPC191684
Intermediate Similarity	0.7347	NPC171441
Intermediate Similarity	0.734	NPC105803
Intermediate Similarity	0.734	NPC310470
Intermediate Similarity	0.734	NPC477373
Intermediate Similarity	0.7333	NPC309399
Intermediate Similarity	0.7333	NPC110725
Intermediate Similarity	0.7333	NPC235889
Intermediate Similarity	0.7327	NPC49371
Intermediate Similarity	0.732	NPC72397
Intermediate Similarity	0.732	NPC328539
Intermediate Similarity	0.732	NPC143767
Intermediate Similarity	0.732	NPC328313
Intermediate Similarity	0.732	NPC117122
Intermediate Similarity	0.732	NPC131470
Intermediate Similarity	0.7308	NPC87351
Intermediate Similarity	0.7303	NPC255021
Intermediate Similarity	0.73	NPC111015
Intermediate Similarity	0.73	NPC196485
Intermediate Similarity	0.73	NPC245972
Intermediate Similarity	0.7292	NPC6247
Intermediate Similarity	0.7283	NPC158846
Intermediate Similarity	0.7283	NPC274996
Intermediate Similarity	0.7283	NPC196827
Intermediate Similarity	0.7283	NPC474113
Intermediate Similarity	0.7283	NPC192329
Intermediate Similarity	0.7273	NPC470036
Intermediate Similarity	0.7273	NPC475806
Intermediate Similarity	0.7273	NPC5701
Intermediate Similarity	0.7273	NPC144627
Intermediate Similarity	0.7273	NPC174167
Intermediate Similarity	0.7264	NPC181265
Intermediate Similarity	0.7263	NPC87552
Intermediate Similarity	0.7263	NPC59453
Intermediate Similarity	0.7263	NPC221758
Intermediate Similarity	0.7263	NPC209882
Intermediate Similarity	0.7255	NPC473161
Intermediate Similarity	0.7253	NPC266193
Intermediate Similarity	0.7253	NPC165711
Intermediate Similarity	0.7253	NPC257666
Intermediate Similarity	0.7245	NPC472489
Intermediate Similarity	0.7245	NPC54689
Intermediate Similarity	0.7245	NPC309603
Intermediate Similarity	0.7245	NPC26959
Intermediate Similarity	0.7245	NPC473999
Intermediate Similarity	0.7245	NPC186688
Intermediate Similarity	0.7245	NPC1015
Intermediate Similarity	0.7245	NPC476733
Intermediate Similarity	0.7245	NPC268406
Intermediate Similarity	0.7245	NPC472477
Intermediate Similarity	0.7245	NPC472475
Intermediate Similarity	0.7245	NPC102414
Intermediate Similarity	0.7245	NPC84271
Intermediate Similarity	0.7245	NPC77168
Intermediate Similarity	0.7245	NPC215029
Intermediate Similarity	0.7245	NPC31985
Intermediate Similarity	0.7238	NPC311612
Intermediate Similarity	0.7234	NPC133391
Intermediate Similarity	0.7234	NPC151519
Intermediate Similarity	0.7228	NPC472824
Intermediate Similarity	0.7228	NPC45324
Intermediate Similarity	0.7228	NPC259286
Intermediate Similarity	0.7228	NPC162001
Intermediate Similarity	0.7228	NPC222845
Intermediate Similarity	0.7228	NPC280725
Intermediate Similarity	0.7222	NPC251435

Drug Structure

NPD5133 OpenBabel08211706322D 27 31 0 0 1 0 0 0 0 0999 V2000 0.6502 1.6954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8429 0.5191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3726 -0.9398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5294 -0.4860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8415 -1.4599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6862 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8418 -0.4870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0579 -0.9719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6870 -2.9194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2158 -3.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9725 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6867 -1.9459 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0579 -1.9449 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8435 -1.4594 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5297 -1.4589 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2153 -1.4584 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3732 -2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5302 -3.4059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0582 -2.9184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8432 -0.4865 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3729 -1.9454 0.0000 C 0 0 3 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 2.5305 -4.4078 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.9516 1.1744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9261 -3.4190 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 0.4860 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4928 -0.2369 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 6 1 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 20 1 0 0 0 0 7 22 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 18 2 0 0 0 0 10 17 2 0 0 0 0 10 19 1 0 0 0 0 11 22 1 0 0 0 0 11 24 2 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 8 1 1 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 21 1 1 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 25 2 0 0 0 0 22 20 1 1 0 0 0 22 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000906
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16417
ChEBI
CAS Number

Drug Properties

Molecular Weight	374.16
ALogP	0.8932
MLogP	3.44
XLogP	2.542
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	54.37
RO5 Violation	0