NPASS drugs

Drug Information

Drug ID:	NPD4900
Drug Name:
Molecular Formula:	C22H20N2O6
Canonical SMILES:	OCCO[C@H]1c2cc3ccccc3nc2c2n1c(=O)c1c(c2)C[C@@](C(=O)O1)(O)CC
Standard InCHI:	InChI=1S/C22H20N2O6/c1-2-22(28)11-13-10-16-17-14(9-12-5-3-4-6-15(12)23-17)20(29-8-7-25)24(16)19(26)18(13)30-21(22)27/h3-6,9-10,20,25,28H,2,7-8,11H2,1H3/t20-,22-/m0/s1
Standard InCHIKey:	UPAYPYZHFCRCMO-UNMCSNQZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4900

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	214
0.1-0.2	1194
0.2-0.3	5635
0.3-0.4	8965
0.4-0.5	10689
0.5-0.6	2336
0.6-0.7	1631
0.7-0.8	215
0.8-0.85	5
0.85-0.9	6
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	0.8783	NPC129909
High Similarity	0.8768	NPC128115
High Similarity	0.867	NPC311858
High Similarity	0.8657	NPC316181
High Similarity	0.8657	NPC74562
High Similarity	0.8657	NPC151781
Intermediate Similarity	0.8482	NPC61435
Intermediate Similarity	0.8469	NPC192674
Intermediate Similarity	0.8466	NPC470003
Intermediate Similarity	0.8201	NPC14325
Intermediate Similarity	0.8201	NPC28848
Intermediate Similarity	0.7871	NPC239954
Intermediate Similarity	0.7871	NPC168911
Intermediate Similarity	0.7811	NPC289299
Intermediate Similarity	0.7811	NPC57994
Intermediate Similarity	0.7783	NPC212213
Intermediate Similarity	0.7679	NPC470785
Intermediate Similarity	0.7673	NPC198673
Intermediate Similarity	0.7667	NPC477548
Intermediate Similarity	0.7664	NPC312645
Intermediate Similarity	0.7634	NPC184680
Intermediate Similarity	0.76	NPC470784
Intermediate Similarity	0.76	NPC474183
Intermediate Similarity	0.7554	NPC472435
Intermediate Similarity	0.7551	NPC211997
Intermediate Similarity	0.7524	NPC277350
Intermediate Similarity	0.7523	NPC89508
Intermediate Similarity	0.75	NPC134586
Intermediate Similarity	0.7476	NPC469736
Intermediate Similarity	0.7465	NPC82070
Intermediate Similarity	0.7464	NPC295898
Intermediate Similarity	0.7463	NPC66210
Intermediate Similarity	0.7463	NPC478077
Intermediate Similarity	0.7458	NPC472436
Intermediate Similarity	0.7455	NPC475271
Intermediate Similarity	0.7431	NPC52254
Intermediate Similarity	0.7427	NPC245916
Intermediate Similarity	0.7426	NPC472323
Intermediate Similarity	0.7424	NPC133261
Intermediate Similarity	0.7422	NPC323752
Intermediate Similarity	0.7422	NPC323198
Intermediate Similarity	0.7418	NPC469589
Intermediate Similarity	0.7413	NPC62510
Intermediate Similarity	0.7411	NPC84347
Intermediate Similarity	0.7407	NPC477979
Intermediate Similarity	0.7406	NPC474905
Intermediate Similarity	0.7397	NPC472099
Intermediate Similarity	0.7395	NPC264176
Intermediate Similarity	0.7395	NPC472098
Intermediate Similarity	0.7389	NPC63199
Intermediate Similarity	0.7389	NPC111602
Intermediate Similarity	0.7389	NPC102338
Intermediate Similarity	0.7389	NPC196251
Intermediate Similarity	0.7385	NPC174788
Intermediate Similarity	0.7385	NPC303658
Intermediate Similarity	0.7373	NPC148183
Intermediate Similarity	0.7373	NPC152768
Intermediate Similarity	0.7368	NPC312870
Intermediate Similarity	0.7368	NPC199851
Intermediate Similarity	0.7368	NPC254240
Intermediate Similarity	0.7368	NPC294909
Intermediate Similarity	0.7368	NPC128265
Intermediate Similarity	0.7363	NPC258480
Intermediate Similarity	0.7359	NPC472434
Intermediate Similarity	0.7358	NPC472111
Intermediate Similarity	0.7356	NPC149708
Intermediate Similarity	0.733	NPC79293
Intermediate Similarity	0.733	NPC279401
Intermediate Similarity	0.7321	NPC194740
Intermediate Similarity	0.7313	NPC143533
Intermediate Similarity	0.7306	NPC469594
Intermediate Similarity	0.7304	NPC99891
Intermediate Similarity	0.73	NPC15840
Intermediate Similarity	0.7296	NPC65080
Intermediate Similarity	0.7295	NPC220151
Intermediate Similarity	0.7295	NPC19692
Intermediate Similarity	0.7294	NPC476114
Intermediate Similarity	0.729	NPC287208
Intermediate Similarity	0.7286	NPC326575
Intermediate Similarity	0.7282	NPC472113
Intermediate Similarity	0.7281	NPC471080
Intermediate Similarity	0.7281	NPC469592
Intermediate Similarity	0.7281	NPC57453
Intermediate Similarity	0.7277	NPC315638
Intermediate Similarity	0.7277	NPC313345
Intermediate Similarity	0.7277	NPC313796
Intermediate Similarity	0.7277	NPC314855
Intermediate Similarity	0.7277	NPC472119
Intermediate Similarity	0.7273	NPC470499
Intermediate Similarity	0.7265	NPC473449
Intermediate Similarity	0.7264	NPC476115
Intermediate Similarity	0.7259	NPC158129
Intermediate Similarity	0.7256	NPC174672
Intermediate Similarity	0.7243	NPC315545
Intermediate Similarity	0.7243	NPC314297
Intermediate Similarity	0.7243	NPC244741
Intermediate Similarity	0.7236	NPC24594
Intermediate Similarity	0.7236	NPC472122
Intermediate Similarity	0.7228	NPC472104
Intermediate Similarity	0.7228	NPC472444
Intermediate Similarity	0.7225	NPC89987
Intermediate Similarity	0.7222	NPC314834
Intermediate Similarity	0.722	NPC175474
Intermediate Similarity	0.7209	NPC82548
Intermediate Similarity	0.7206	NPC194040
Intermediate Similarity	0.7204	NPC214428
Intermediate Similarity	0.7204	NPC470497
Intermediate Similarity	0.7203	NPC14812
Intermediate Similarity	0.7202	NPC317752
Intermediate Similarity	0.72	NPC157931
Intermediate Similarity	0.7196	NPC238457
Intermediate Similarity	0.7196	NPC472286
Intermediate Similarity	0.7196	NPC472287
Intermediate Similarity	0.7188	NPC21638
Intermediate Similarity	0.7186	NPC475816
Intermediate Similarity	0.7184	NPC472112
Intermediate Similarity	0.7178	NPC113626
Intermediate Similarity	0.7177	NPC472116
Intermediate Similarity	0.7176	NPC174758
Intermediate Similarity	0.717	NPC471944
Intermediate Similarity	0.7168	NPC471762
Intermediate Similarity	0.7168	NPC100547
Intermediate Similarity	0.7167	NPC478006
Intermediate Similarity	0.7164	NPC12649
Intermediate Similarity	0.7164	NPC472443
Intermediate Similarity	0.7163	NPC53344
Intermediate Similarity	0.7162	NPC170751
Intermediate Similarity	0.7162	NPC94428
Intermediate Similarity	0.7162	NPC263937
Intermediate Similarity	0.7156	NPC319232
Intermediate Similarity	0.7156	NPC241024
Intermediate Similarity	0.7156	NPC32200
Intermediate Similarity	0.7156	NPC318299
Intermediate Similarity	0.7156	NPC24370
Intermediate Similarity	0.715	NPC117244
Intermediate Similarity	0.715	NPC473763
Intermediate Similarity	0.715	NPC472097
Intermediate Similarity	0.7149	NPC314270
Intermediate Similarity	0.7149	NPC281049
Intermediate Similarity	0.7143	NPC314882
Intermediate Similarity	0.7143	NPC469358
Intermediate Similarity	0.7137	NPC322135
Intermediate Similarity	0.7137	NPC95240
Intermediate Similarity	0.7137	NPC223409
Intermediate Similarity	0.7131	NPC315467
Intermediate Similarity	0.713	NPC477549
Intermediate Similarity	0.713	NPC272549
Intermediate Similarity	0.7129	NPC187827
Intermediate Similarity	0.7129	NPC472105
Intermediate Similarity	0.7124	NPC118559
Intermediate Similarity	0.7124	NPC304307
Intermediate Similarity	0.7124	NPC261251
Intermediate Similarity	0.7124	NPC34580
Intermediate Similarity	0.7124	NPC124920
Intermediate Similarity	0.7118	NPC141053
Intermediate Similarity	0.7116	NPC474145
Intermediate Similarity	0.7116	NPC475841
Intermediate Similarity	0.7115	NPC55493
Intermediate Similarity	0.7109	NPC52557
Intermediate Similarity	0.7109	NPC102008
Intermediate Similarity	0.7108	NPC320394
Intermediate Similarity	0.7105	NPC14288
Intermediate Similarity	0.7104	NPC305984
Intermediate Similarity	0.7103	NPC165599
Intermediate Similarity	0.7103	NPC200836
Intermediate Similarity	0.7102	NPC478009
Intermediate Similarity	0.7102	NPC478010
Intermediate Similarity	0.7098	NPC155444
Intermediate Similarity	0.7094	NPC314394
Intermediate Similarity	0.7093	NPC66777
Intermediate Similarity	0.7093	NPC311906
Intermediate Similarity	0.7091	NPC478157
Intermediate Similarity	0.708	NPC214142
Intermediate Similarity	0.7078	NPC118940
Intermediate Similarity	0.7078	NPC244856
Intermediate Similarity	0.7074	NPC321592
Intermediate Similarity	0.7074	NPC474192
Intermediate Similarity	0.7074	NPC475720
Intermediate Similarity	0.7074	NPC54803
Intermediate Similarity	0.7073	NPC79062
Intermediate Similarity	0.7073	NPC472107
Intermediate Similarity	0.7071	NPC317430
Intermediate Similarity	0.707	NPC314648
Intermediate Similarity	0.7069	NPC82472
Intermediate Similarity	0.7064	NPC234999
Intermediate Similarity	0.7059	NPC139291
Intermediate Similarity	0.7059	NPC472110
Intermediate Similarity	0.7059	NPC472109
Intermediate Similarity	0.7059	NPC133609
Intermediate Similarity	0.7059	NPC472108
Intermediate Similarity	0.7056	NPC57398
Intermediate Similarity	0.7056	NPC211813
Intermediate Similarity	0.7048	NPC257851
Intermediate Similarity	0.7045	NPC306644
Intermediate Similarity	0.7045	NPC236424
Intermediate Similarity	0.7044	NPC91179
Intermediate Similarity	0.7044	NPC469896
Intermediate Similarity	0.7043	NPC284888
Intermediate Similarity	0.7043	NPC237702
Intermediate Similarity	0.7042	NPC249040

Drug Structure

NPD4900 OpenBabel08211706322D 32 36 0 0 1 0 0 0 0 0999 V2000 -0.8420 3.2267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3523 2.3433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5820 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5822 1.4580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7393 -0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7397 1.9446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -1.9630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3367 -1.0746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0546 -0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6851 1.9454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 1.9460 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8968 0.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8429 1.4593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2121 0.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8969 1.4583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5276 1.4590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2123 1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 0.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6847 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3699 -0.0004 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8425 0.4867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8423 1.4597 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0550 1.9447 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5274 0.4860 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6991 -2.0649 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6845 -1.0045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7261 -0.0232 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8625 1.4599 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3697 -0.9728 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0944 -2.9533 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3724 2.3435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 2 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 25 1 0 0 0 0 8 29 1 0 0 0 0 9 12 1 0 0 0 0 9 14 2 0 0 0 0 10 13 1 0 0 0 0 10 16 2 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 15 1 0 0 0 0 13 18 2 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 24 1 0 0 0 0 17 23 2 0 0 0 0 18 19 1 0 0 0 0 18 30 1 0 0 0 0 19 24 1 0 0 0 0 19 26 2 0 0 0 0 20 24 1 0 0 0 0 20 29 1 6 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 21 30 1 0 0 0 0 22 2 1 6 0 0 0 22 28 1 0 0 0 0 25 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018043
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	91623363
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.13
ALogP	-1.9992
MLogP	3
XLogP	1.626
HDA	8
HBD	2
Rotatable Bonds	7
TPSA	109.19
RO5 Violation	0