NPASS drugs

Drug Information

Drug ID:	NPD1689
Drug Name:	Mitomycin; Mitomycin C
Molecular Formula:	C15H18N4O5
Canonical SMILES:	CO[C@@]12[C@H]3N[C@H]3CN2C2=C([C@H]1COC(=N)O)C(=O)C(=C(C2=O)C)N
Standard InCHI:	InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1
Standard InCHIKey:	NWIBSHFKIJFRCO-WUDYKRTCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1689

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	78
0.1-0.2	642
0.2-0.3	12616
0.3-0.4	13892
0.4-0.5	3257
0.5-0.6	390
0.6-0.7	13
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
0.95-1	1

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	1.0	NPC139867
High Similarity	0.9008	NPC315011
Remote Similarity	0.669	NPC473955
Remote Similarity	0.6338	NPC313348
Remote Similarity	0.6338	NPC475987
Remote Similarity	0.6268	NPC133089
Remote Similarity	0.6259	NPC473249
Remote Similarity	0.6222	NPC471261
Remote Similarity	0.619	NPC251884
Remote Similarity	0.6176	NPC13351
Remote Similarity	0.6127	NPC307165
Remote Similarity	0.6111	NPC314792
Remote Similarity	0.6071	NPC309525
Remote Similarity	0.6063	NPC471258
Remote Similarity	0.6029	NPC174463
Remote Similarity	0.5969	NPC87919
Remote Similarity	0.5968	NPC40663
Remote Similarity	0.5959	NPC471256
Remote Similarity	0.5954	NPC15413
Remote Similarity	0.5942	NPC11379
Remote Similarity	0.5923	NPC471259
Remote Similarity	0.5902	NPC236322
Remote Similarity	0.5891	NPC469895
Remote Similarity	0.5878	NPC271562
Remote Similarity	0.5874	NPC173173
Remote Similarity	0.5827	NPC230849
Remote Similarity	0.5821	NPC147238
Remote Similarity	0.5811	NPC477400
Remote Similarity	0.5778	NPC276995
Remote Similarity	0.5778	NPC76660
Remote Similarity	0.5769	NPC471260
Remote Similarity	0.5769	NPC265094
Remote Similarity	0.5753	NPC120335
Remote Similarity	0.575	NPC69374
Remote Similarity	0.575	NPC90476
Remote Similarity	0.5745	NPC471262
Remote Similarity	0.5738	NPC116231
Remote Similarity	0.5725	NPC209734
Remote Similarity	0.5724	NPC311244
Remote Similarity	0.5724	NPC324722
Remote Similarity	0.5724	NPC198644
Remote Similarity	0.5714	NPC207820
Remote Similarity	0.5714	NPC315110
Remote Similarity	0.5694	NPC247902
Remote Similarity	0.5694	NPC262880
Remote Similarity	0.5685	NPC478139
Remote Similarity	0.5685	NPC41162
Remote Similarity	0.5682	NPC241394
Remote Similarity	0.5664	NPC470650
Remote Similarity	0.5664	NPC470653
Remote Similarity	0.5664	NPC470654
Remote Similarity	0.5639	NPC176773
Remote Similarity	0.5625	NPC472162
Remote Similarity	0.5625	NPC471263
Remote Similarity	0.5621	NPC477399
Remote Similarity	0.5621	NPC477401
Remote Similarity	0.5606	NPC128303

Drug Structure

NPD1689 OpenBabel08211701082D 29 32 0 0 1 0 0 0 0 0999 V2000 3.4183 -0.0472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2513 2.3895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8358 -0.4747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0170 2.8714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5189 0.4732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0137 1.9214 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6584 0.0002 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8363 1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5197 1.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8355 0.4746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6768 -0.0121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6784 1.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6576 0.9721 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3194 4.4819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8218 1.4469 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4200 1.9638 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6105 4.6762 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4997 0.4869 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 1.6759 -1.0512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6793 2.9708 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9525 5.1901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2964 2.2824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6161 3.5795 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3195 1.4435 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4209 3.0029 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9072 5.5786 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5388 0.4878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6558 6.0925 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 23 1 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 24 1 0 0 0 0 5 9 2 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 6 0 0 0 7 3 1 6 0 0 0 7 13 1 0 0 0 0 7 18 1 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 21 2 0 0 0 0 13 15 1 6 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 14 24 1 0 0 0 0 15 19 1 0 0 0 0 15 23 1 1 0 0 0 16 25 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 22 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001402; DAP000994
DrugBank	DB00305
ChEMBL	CHEMBL105
IUPHAR/BPS	7089
PharmaGKB	PA450524
KEGG Drug	D00208
PubChem CID	5746
ChEBI	27504
CAS Number	50-07-7

Drug Properties

Molecular Weight	334.13
ALogP	-1.3382
MLogP	2.12
XLogP	-0.252
HDA	9
HBD	4
Rotatable Bonds	8
TPSA	147.88
RO5 Violation	0