NPASS drugs

Drug Information

Drug ID:	NPD4923
Drug Name:	AFN-1252 (oral, bacterial infection), Affinium
Molecular Formula:	C22H21N3O3
Canonical SMILES:	OC1=Nc2c(CC1)cc(cn2)/C=C/C(=O)N(Cc1oc2c(c1C)cccc2)C
Standard InCHI:	InChI=1S/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/b10-7+
Standard InCHIKey:	QXTWSUQCXCWEHF-JXMROGBWSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4923

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	355
0.1-0.2	2157
0.2-0.3	9560
0.3-0.4	3023
0.4-0.5	11324
0.5-0.6	3385
0.6-0.7	1054
0.7-0.8	32
0.8-0.85	0
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	0.7521	NPC75179
Intermediate Similarity	0.7359	NPC196718
Intermediate Similarity	0.7318	NPC174672
Intermediate Similarity	0.7284	NPC102593
Intermediate Similarity	0.7273	NPC287208
Intermediate Similarity	0.7265	NPC236668
Intermediate Similarity	0.7232	NPC146976
Intermediate Similarity	0.7205	NPC322482
Intermediate Similarity	0.7198	NPC271792
Intermediate Similarity	0.7195	NPC82548
Intermediate Similarity	0.7162	NPC174758
Intermediate Similarity	0.7162	NPC216612
Intermediate Similarity	0.7155	NPC194740
Intermediate Similarity	0.7149	NPC208898
Intermediate Similarity	0.7137	NPC161801
Intermediate Similarity	0.713	NPC470020
Intermediate Similarity	0.713	NPC473814
Intermediate Similarity	0.713	NPC78767
Intermediate Similarity	0.7123	NPC44354
Intermediate Similarity	0.7116	NPC93390
Intermediate Similarity	0.7113	NPC72905
Intermediate Similarity	0.7112	NPC157931
Intermediate Similarity	0.7087	NPC210434
Intermediate Similarity	0.7082	NPC471762
Intermediate Similarity	0.7045	NPC258048
Intermediate Similarity	0.7039	NPC257851
Intermediate Similarity	0.7023	NPC471448
Intermediate Similarity	0.7023	NPC56170
Intermediate Similarity	0.7014	NPC200836
Intermediate Similarity	0.7009	NPC66777
Intermediate Similarity	0.7009	NPC61038
Intermediate Similarity	0.7	NPC323969
Remote Similarity	0.6996	NPC193238
Remote Similarity	0.6996	NPC470018
Remote Similarity	0.6983	NPC122436
Remote Similarity	0.698	NPC137353
Remote Similarity	0.6979	NPC24019
Remote Similarity	0.6979	NPC278525
Remote Similarity	0.6974	NPC274982
Remote Similarity	0.6972	NPC74153
Remote Similarity	0.6962	NPC22481
Remote Similarity	0.6962	NPC141053
Remote Similarity	0.6957	NPC168209
Remote Similarity	0.6951	NPC175602
Remote Similarity	0.6949	NPC260434
Remote Similarity	0.6947	NPC242923
Remote Similarity	0.6942	NPC142385
Remote Similarity	0.6941	NPC239954
Remote Similarity	0.6933	NPC253675
Remote Similarity	0.6929	NPC210296
Remote Similarity	0.6926	NPC54066
Remote Similarity	0.6923	NPC244543
Remote Similarity	0.692	NPC49547
Remote Similarity	0.6917	NPC101350
Remote Similarity	0.6913	NPC303658
Remote Similarity	0.6912	NPC473821
Remote Similarity	0.6912	NPC198673
Remote Similarity	0.6909	NPC123395
Remote Similarity	0.6906	NPC472259
Remote Similarity	0.6905	NPC164340
Remote Similarity	0.6904	NPC108342
Remote Similarity	0.6904	NPC477549
Remote Similarity	0.6895	NPC472435
Remote Similarity	0.6894	NPC74575
Remote Similarity	0.6892	NPC57398
Remote Similarity	0.6892	NPC295898
Remote Similarity	0.6892	NPC211813
Remote Similarity	0.6891	NPC329631
Remote Similarity	0.6886	NPC207866
Remote Similarity	0.6885	NPC475533
Remote Similarity	0.6883	NPC313804
Remote Similarity	0.6883	NPC315804
Remote Similarity	0.6878	NPC471178
Remote Similarity	0.6875	NPC189903
Remote Similarity	0.6875	NPC477587
Remote Similarity	0.6875	NPC235685
Remote Similarity	0.6875	NPC477589
Remote Similarity	0.6875	NPC317373
Remote Similarity	0.6875	NPC182907
Remote Similarity	0.6867	NPC243633
Remote Similarity	0.6867	NPC175150
Remote Similarity	0.6864	NPC168911
Remote Similarity	0.6861	NPC53144
Remote Similarity	0.6861	NPC475774
Remote Similarity	0.686	NPC99891
Remote Similarity	0.686	NPC148889
Remote Similarity	0.686	NPC119134
Remote Similarity	0.6857	NPC475315
Remote Similarity	0.6857	NPC324619
Remote Similarity	0.6853	NPC128115
Remote Similarity	0.6849	NPC471004
Remote Similarity	0.6844	NPC208522
Remote Similarity	0.6844	NPC472434
Remote Similarity	0.683	NPC327592
Remote Similarity	0.6828	NPC269367
Remote Similarity	0.6822	NPC186351
Remote Similarity	0.682	NPC220852
Remote Similarity	0.6818	NPC477588
Remote Similarity	0.6818	NPC477590
Remote Similarity	0.6818	NPC477586
Remote Similarity	0.6818	NPC477585
Remote Similarity	0.6813	NPC472436
Remote Similarity	0.681	NPC269270
Remote Similarity	0.6809	NPC473449
Remote Similarity	0.6805	NPC285343
Remote Similarity	0.6805	NPC15801
Remote Similarity	0.6805	NPC472061
Remote Similarity	0.6804	NPC146724
Remote Similarity	0.6803	NPC316224
Remote Similarity	0.6803	NPC15406
Remote Similarity	0.6802	NPC51854
Remote Similarity	0.68	NPC472286
Remote Similarity	0.68	NPC472287
Remote Similarity	0.6798	NPC146418
Remote Similarity	0.6797	NPC27041
Remote Similarity	0.6793	NPC246381
Remote Similarity	0.6792	NPC90875
Remote Similarity	0.6787	NPC212213
Remote Similarity	0.6787	NPC314882
Remote Similarity	0.6787	NPC127085
Remote Similarity	0.6783	NPC237740
Remote Similarity	0.6781	NPC14686
Remote Similarity	0.6778	NPC233334
Remote Similarity	0.6777	NPC166722
Remote Similarity	0.6776	NPC471013
Remote Similarity	0.6776	NPC148896
Remote Similarity	0.6776	NPC180668
Remote Similarity	0.6776	NPC78609
Remote Similarity	0.6774	NPC183537
Remote Similarity	0.6773	NPC473053
Remote Similarity	0.6769	NPC118940
Remote Similarity	0.6769	NPC264176
Remote Similarity	0.6767	NPC131885
Remote Similarity	0.6766	NPC205372
Remote Similarity	0.6763	NPC470017
Remote Similarity	0.6761	NPC9729
Remote Similarity	0.6761	NPC91868
Remote Similarity	0.6761	NPC63971
Remote Similarity	0.676	NPC326930
Remote Similarity	0.676	NPC475301
Remote Similarity	0.676	NPC53255
Remote Similarity	0.676	NPC85879
Remote Similarity	0.6758	NPC478010
Remote Similarity	0.6758	NPC289786
Remote Similarity	0.6758	NPC103230
Remote Similarity	0.6756	NPC289086
Remote Similarity	0.6756	NPC210256
Remote Similarity	0.6753	NPC322064
Remote Similarity	0.6752	NPC60621
Remote Similarity	0.6746	NPC129897
Remote Similarity	0.6744	NPC295158
Remote Similarity	0.6739	NPC317752
Remote Similarity	0.6737	NPC97746
Remote Similarity	0.6734	NPC10904
Remote Similarity	0.6733	NPC13603
Remote Similarity	0.6732	NPC328928
Remote Similarity	0.6724	NPC305984
Remote Similarity	0.6723	NPC220851
Remote Similarity	0.671	NPC16066
Remote Similarity	0.6708	NPC131486
Remote Similarity	0.6707	NPC67401
Remote Similarity	0.6707	NPC124313
Remote Similarity	0.6707	NPC77878
Remote Similarity	0.6699	NPC471177
Remote Similarity	0.6699	NPC59779
Remote Similarity	0.6699	NPC124542
Remote Similarity	0.6698	NPC207851
Remote Similarity	0.6696	NPC318299
Remote Similarity	0.6696	NPC471193
Remote Similarity	0.6696	NPC474428
Remote Similarity	0.6696	NPC471194
Remote Similarity	0.6696	NPC110182
Remote Similarity	0.6696	NPC6865
Remote Similarity	0.6696	NPC153980
Remote Similarity	0.6694	NPC84164
Remote Similarity	0.6694	NPC207283
Remote Similarity	0.6693	NPC478045
Remote Similarity	0.6682	NPC470474
Remote Similarity	0.6682	NPC103361
Remote Similarity	0.6681	NPC85273
Remote Similarity	0.6681	NPC285558
Remote Similarity	0.668	NPC478006
Remote Similarity	0.668	NPC74619
Remote Similarity	0.6667	NPC470022
Remote Similarity	0.6667	NPC471615
Remote Similarity	0.6667	NPC267928
Remote Similarity	0.6667	NPC298436
Remote Similarity	0.6667	NPC476287
Remote Similarity	0.6667	NPC318068
Remote Similarity	0.6667	NPC328596
Remote Similarity	0.6667	NPC328318
Remote Similarity	0.6667	NPC184680
Remote Similarity	0.6667	NPC48317
Remote Similarity	0.6667	NPC53534
Remote Similarity	0.6667	NPC308906
Remote Similarity	0.6667	NPC26543
Remote Similarity	0.6654	NPC315467
Remote Similarity	0.6654	NPC473833
Remote Similarity	0.6653	NPC471015
Remote Similarity	0.6653	NPC182222

Drug Structure

NPD4923 OpenBabel08211706322D 29 32 0 0 0 0 0 0 0 0999 V2000 6.2896 1.3363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5109 0.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0109 1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 0.9315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5109 2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 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 5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 3.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 25 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 17 2 0 0 0 0 6 18 2 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 23 2 0 0 0 0 13 19 1 0 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 19 2 0 0 0 0 16 22 2 0 0 0 0 17 18 1 0 0 0 0 18 28 1 0 0 0 0 19 28 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009549
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.16
ALogP	0.3437
MLogP	3.22
XLogP	3.473
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	78.93
RO5 Violation	0