NPASS drugs

Drug Information

Drug ID:	NPD5450
Drug Name:	gedocarnil
Molecular Formula:	C23H21ClN2O4
Canonical SMILES:	COCc1c(ncc2c1c1c(cccc1[nH]2)Oc1ccc(cc1)Cl)C(=O)OC(C)C
Standard InCHI:	InChI=1S/C23H21ClN2O4/c1-13(2)29-23(27)22-16(12-28-3)20-18(11-25-22)26-17-5-4-6-19(21(17)20)30-15-9-7-14(24)8-10-15/h4-11,13,26H,12H2,1-3H3
Standard InCHIKey:	SLYDYLLJUXFULK-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5450

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	401
0.1-0.2	2561
0.2-0.3	9696
0.3-0.4	4702
0.4-0.5	10439
0.5-0.6	1767
0.6-0.7	1119
0.7-0.8	195
0.8-0.85	10
0.85-0.9	0
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
Intermediate Similarity	0.8432	NPC260434
Intermediate Similarity	0.8221	NPC152620
Intermediate Similarity	0.8156	NPC148889
Intermediate Similarity	0.8127	NPC53534
Intermediate Similarity	0.8101	NPC122436
Intermediate Similarity	0.8074	NPC101350
Intermediate Similarity	0.806	NPC118940
Intermediate Similarity	0.8033	NPC235685
Intermediate Similarity	0.8024	NPC258048
Intermediate Similarity	0.8017	NPC60621
Intermediate Similarity	0.7951	NPC182222
Intermediate Similarity	0.7901	NPC267853
Intermediate Similarity	0.7869	NPC244897
Intermediate Similarity	0.7821	NPC123839
Intermediate Similarity	0.7817	NPC63971
Intermediate Similarity	0.7817	NPC91868
Intermediate Similarity	0.7806	NPC148183
Intermediate Similarity	0.7806	NPC152768
Intermediate Similarity	0.7805	NPC316411
Intermediate Similarity	0.7787	NPC165964
Intermediate Similarity	0.7764	NPC477979
Intermediate Similarity	0.7742	NPC15801
Intermediate Similarity	0.7735	NPC266249
Intermediate Similarity	0.7724	NPC469554
Intermediate Similarity	0.7705	NPC192712
Intermediate Similarity	0.7699	NPC312645
Intermediate Similarity	0.7698	NPC78609
Intermediate Similarity	0.7695	NPC21638
Intermediate Similarity	0.7683	NPC315062
Intermediate Similarity	0.7679	NPC26679
Intermediate Similarity	0.7657	NPC36405
Intermediate Similarity	0.7647	NPC476287
Intermediate Similarity	0.7645	NPC310118
Intermediate Similarity	0.7633	NPC110151
Intermediate Similarity	0.7595	NPC167860
Intermediate Similarity	0.7595	NPC123976
Intermediate Similarity	0.7578	NPC26543
Intermediate Similarity	0.7573	NPC89508
Intermediate Similarity	0.7554	NPC232727
Intermediate Similarity	0.7553	NPC185782
Intermediate Similarity	0.7549	NPC473800
Intermediate Similarity	0.7531	NPC323969
Intermediate Similarity	0.7511	NPC19872
Intermediate Similarity	0.751	NPC101543
Intermediate Similarity	0.75	NPC88923
Intermediate Similarity	0.75	NPC315634
Intermediate Similarity	0.75	NPC100734
Intermediate Similarity	0.749	NPC213530
Intermediate Similarity	0.749	NPC193267
Intermediate Similarity	0.746	NPC194740
Intermediate Similarity	0.746	NPC104712
Intermediate Similarity	0.7458	NPC132539
Intermediate Similarity	0.7458	NPC285558
Intermediate Similarity	0.7443	NPC284685
Intermediate Similarity	0.744	NPC196718
Intermediate Similarity	0.7439	NPC229893
Intermediate Similarity	0.7429	NPC198503
Intermediate Similarity	0.7427	NPC234078
Intermediate Similarity	0.7427	NPC221100
Intermediate Similarity	0.7421	NPC57453
Intermediate Similarity	0.7407	NPC169402
Intermediate Similarity	0.7406	NPC174672
Intermediate Similarity	0.74	NPC474688
Intermediate Similarity	0.7395	NPC4687
Intermediate Similarity	0.7393	NPC178858
Intermediate Similarity	0.7393	NPC116701
Intermediate Similarity	0.7391	NPC240384
Intermediate Similarity	0.739	NPC314954
Intermediate Similarity	0.7381	NPC39370
Intermediate Similarity	0.7371	NPC102593
Intermediate Similarity	0.7366	NPC470799
Intermediate Similarity	0.7366	NPC8022
Intermediate Similarity	0.7362	NPC176538
Intermediate Similarity	0.7359	NPC9482
Intermediate Similarity	0.7358	NPC280799
Intermediate Similarity	0.7355	NPC39500
Intermediate Similarity	0.7348	NPC191489
Intermediate Similarity	0.7342	NPC165599
Intermediate Similarity	0.7342	NPC476138
Intermediate Similarity	0.7342	NPC245816
Intermediate Similarity	0.7336	NPC305984
Intermediate Similarity	0.7336	NPC196449
Intermediate Similarity	0.7336	NPC314222
Intermediate Similarity	0.7328	NPC472435
Intermediate Similarity	0.7325	NPC116238
Intermediate Similarity	0.7323	NPC184680
Intermediate Similarity	0.7322	NPC244741
Intermediate Similarity	0.7317	NPC472099
Intermediate Similarity	0.7306	NPC473041
Intermediate Similarity	0.7305	NPC99891
Intermediate Similarity	0.7303	NPC5145
Intermediate Similarity	0.7302	NPC473186
Intermediate Similarity	0.7294	NPC470785
Intermediate Similarity	0.7276	NPC208084
Intermediate Similarity	0.7273	NPC473105
Intermediate Similarity	0.7273	NPC87413
Intermediate Similarity	0.7265	NPC27041
Intermediate Similarity	0.7261	NPC174758
Intermediate Similarity	0.7258	NPC144452
Intermediate Similarity	0.725	NPC321428
Intermediate Similarity	0.725	NPC249583
Intermediate Similarity	0.7247	NPC174760
Intermediate Similarity	0.7245	NPC472436
Intermediate Similarity	0.7243	NPC471303
Intermediate Similarity	0.7243	NPC308137
Intermediate Similarity	0.7243	NPC310211
Intermediate Similarity	0.724	NPC319232
Intermediate Similarity	0.724	NPC24370
Intermediate Similarity	0.7238	NPC470500
Intermediate Similarity	0.7237	NPC475844
Intermediate Similarity	0.7236	NPC184408
Intermediate Similarity	0.7233	NPC475720
Intermediate Similarity	0.7233	NPC474192
Intermediate Similarity	0.7233	NPC207686
Intermediate Similarity	0.7231	NPC161801
Intermediate Similarity	0.7229	NPC322482
Intermediate Similarity	0.7227	NPC470784
Intermediate Similarity	0.7227	NPC57398
Intermediate Similarity	0.7226	NPC172355
Intermediate Similarity	0.7224	NPC170114
Intermediate Similarity	0.722	NPC287208
Intermediate Similarity	0.7208	NPC300156
Intermediate Similarity	0.7205	NPC323198
Intermediate Similarity	0.7202	NPC82370
Intermediate Similarity	0.7202	NPC146418
Intermediate Similarity	0.7188	NPC472061
Intermediate Similarity	0.7184	NPC470549
Intermediate Similarity	0.7183	NPC471762
Intermediate Similarity	0.7183	NPC274640
Intermediate Similarity	0.7181	NPC316224
Intermediate Similarity	0.7177	NPC150239
Intermediate Similarity	0.7172	NPC264176
Intermediate Similarity	0.7172	NPC472098
Intermediate Similarity	0.7166	NPC96321
Intermediate Similarity	0.7166	NPC46561
Intermediate Similarity	0.7166	NPC303658
Intermediate Similarity	0.7161	NPC267928
Intermediate Similarity	0.7161	NPC141454
Intermediate Similarity	0.7154	NPC81939
Intermediate Similarity	0.7154	NPC472434
Intermediate Similarity	0.7148	NPC227824
Intermediate Similarity	0.7148	NPC473187
Intermediate Similarity	0.7143	NPC472291
Intermediate Similarity	0.7143	NPC124300
Intermediate Similarity	0.7143	NPC121772
Intermediate Similarity	0.7137	NPC141053
Intermediate Similarity	0.7137	NPC238457
Intermediate Similarity	0.7137	NPC323752
Intermediate Similarity	0.7137	NPC74360
Intermediate Similarity	0.7132	NPC475816
Intermediate Similarity	0.7131	NPC187501
Intermediate Similarity	0.7126	NPC300114
Intermediate Similarity	0.7126	NPC475666
Intermediate Similarity	0.7119	NPC13880
Intermediate Similarity	0.7116	NPC74619
Intermediate Similarity	0.7116	NPC216369
Intermediate Similarity	0.7115	NPC291609
Intermediate Similarity	0.7105	NPC318068
Intermediate Similarity	0.7104	NPC119134
Intermediate Similarity	0.7103	NPC470018
Intermediate Similarity	0.7097	NPC264285
Intermediate Similarity	0.7097	NPC469594
Intermediate Similarity	0.7097	NPC247803
Intermediate Similarity	0.7087	NPC24019
Intermediate Similarity	0.7085	NPC288349
Intermediate Similarity	0.7085	NPC274982
Intermediate Similarity	0.7078	NPC82548
Intermediate Similarity	0.7078	NPC39679
Intermediate Similarity	0.7075	NPC478078
Intermediate Similarity	0.7072	NPC270515
Intermediate Similarity	0.7068	NPC298436
Intermediate Similarity	0.7066	NPC45190
Intermediate Similarity	0.7063	NPC179287
Intermediate Similarity	0.7061	NPC310618
Intermediate Similarity	0.7061	NPC208284
Intermediate Similarity	0.7059	NPC67288
Intermediate Similarity	0.7056	NPC284678
Intermediate Similarity	0.7056	NPC472285
Intermediate Similarity	0.7054	NPC6786
Intermediate Similarity	0.7054	NPC182907
Intermediate Similarity	0.7054	NPC189903
Intermediate Similarity	0.7052	NPC129897
Intermediate Similarity	0.7052	NPC16352
Intermediate Similarity	0.7052	NPC216612
Intermediate Similarity	0.7049	NPC472070
Intermediate Similarity	0.7047	NPC66777
Intermediate Similarity	0.7045	NPC146976
Intermediate Similarity	0.7041	NPC478083
Intermediate Similarity	0.704	NPC225279
Intermediate Similarity	0.7037	NPC193238
Intermediate Similarity	0.7031	NPC49547
Intermediate Similarity	0.7029	NPC123395
Intermediate Similarity	0.7019	NPC133609
Intermediate Similarity	0.7016	NPC3207
Intermediate Similarity	0.7016	NPC322064
Intermediate Similarity	0.7016	NPC477549
Intermediate Similarity	0.7016	NPC108342
Intermediate Similarity	0.7011	NPC132385
Intermediate Similarity	0.7008	NPC157931
Intermediate Similarity	0.7004	NPC471080

Drug Structure

NPD5450 OpenBabel08211708292D 31 34 0 0 0 0 0 0 0 0999 V2000 1.4182 2.7179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0659 1.0607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8941 -1.1677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5420 -4.4028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6948 -3.9138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3896 -3.9134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0056 -0.5572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4579 0.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6076 -1.4507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0600 -0.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5419 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7637 1.9910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4307 0.2343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6348 -1.5528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6948 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6946 -2.9352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8473 -1.4676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3897 -2.9353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6950 -0.9782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5423 -2.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 1.4675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8287 1.1278 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8475 -2.4462 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8044 1.6709 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1964 -0.2375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1931 2.1944 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2368 -2.4463 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0185 -2.9462 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 17 1 0 0 0 0 6 19 2 0 0 0 0 7 9 1 0 0 0 0 7 14 2 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 18 2 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 28 1 0 0 0 0 13 29 1 0 0 0 0 14 24 1 0 0 0 0 15 30 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 26 1 0 0 0 0 18 20 1 0 0 0 0 18 26 1 0 0 0 0 19 21 1 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 22 23 1 0 0 0 0 22 25 2 0 0 0 0 23 27 2 0 0 0 0 23 29 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015285
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.12
ALogP	0.0907
MLogP	3.22
XLogP	4.572
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	73.44
RO5 Violation	0